Dr. Eusebio Juaristi y Cosio

Av. Instituto Politécnico Nacional 2508, Col. San Pedro Zacatenco,

Delegación Gustavo A. Madero, México D.F. Código Postal 07360
Apartado Postal: 14-740, 07000 México, D.F. - Ver ubicación
Tel: +52 (55) 5747 3800

Dr. Eusebio Juaristi y Cosio

Doctorado:
Doctor en Química (Ph. D.) de la Universidad de Carolina del Norte en Chapel Hill, EUA, en 1977.

Tel.: 5747-3722
Fax: 57 47 33 89
ejuarist@cinvestav.mx

Temas de Investigación

Síntesis asimétrica por ejemplo, mediante el desarrollo de métodos para la síntesis enantioselectiva de β-aminoácidos, β-lactamas y β-péptidos. Además, en nuestro grupo se ha descrito el uso de la α-feniletilamina como agente que permite la resolución de alcoholes quirales, la derivatización de sustratos para la determinación de su pureza enantiomérica, como auxiliar quiral en la preparación de compuestos enantioméricamente puros, y en la formación de catalizadores quirales. Finalmente, se trabaja en el desarrolllo y aplicación de organocatalizadores quirales derivados de la (S)- prolina.

Química “verde”, especialmente mediante el uso de fuentes alternas de energía como son las microondas y la mecanoquímica, y a través del desarrollo de reacciones químicas en condiciones libres de disolvente. Asímismo, se han desarrollado diversos líquidos iónicos quirales para su empleo en organocatálisis asimétrica.

Síntesis y aplicación de péptidos no naturales, por ejemplo en la preparación de acarreadores de agentes terapéuticos y en péptidos resistentes a la hidrólisis anzimática con potencial en el control de la garrapata y del mosquito que transmite la enfermedad del dengue. Además, se han sintetizado análogos beta de la la L-Dopa, unfármaco muy utilizado en el tratamiento de la enfermedad de Parkinson.

Fisicoquímica orgánica con énfasis en el análisis conformacional. que es importante para entender los mecanismos básicos operantes en las moléculas orgánicas y en sistemas biológicos. Por ejemplo, el efecto anomérico es un fenómeno responsable del camino que una gran variedad de reacciones químicas toman, así como de la conformación preferida en azúcares, polisacáridos y otras sustancias de interés biológico.

Publicaciones Distinciones Investigaciones Fotografía del Grupo Doctores Formados

E. Juaristi y G. Cuevas, "The Anomeric Effect", CRC Press: Boca Raton, Florida, 1995
E. Juaristi, V. Labastida y S. Antunez, "Enthalpic and Entropic Contributions to the Conformational Free Energies of Methylthio, Methylsulfinyl, Methylsulfonyl, Phenylthio, Phenylsulfinyl, and Phenylsulfonyl [-S(O)nR, n = 0, 1, 2; R = CH3, Ph] Groups in Cyclohexane", J. Org. Chem., 65, 969-973 (2000).
E. Juaristi, editor, "Enantioselective Synthesis of beta-Amino Acids", Wiley-VCH: New York, 1997.
V. M. Gutierrez-García, H. Lopez-Ruiz, G. Reyes-Rangel, y E. Juaristi, "Enantioselective Synthesis of beta-Amino Acids. Part 11: Diastereoselective Alkylation of Chiral Derivatives of beta-Aminopropionic Acid Containing the alfa-Phenylethyl Group", Tetrahedron Symposia-in-Print,57, 6487 - 6496 (2001).
J. Escalante, M. A. Gonzalez-Tototzin, J. Aviña, O. Munoz-Muniz y E. Juaristi, "Synthesis of beta-Lactams and Cyclo-beta-dipeptides from beta-Amino Acids. Experimental Observations and Theoretical Analysis", Tetrahedron, 57, 1883-1890 (2001).
J.L. León-Romo, C.I. Virués, J. Aviña, I. Regla y E. Juaristi, “Preparation of (R)- and (S)-a-Methyldopa from a Chiral Hydantoin Containing the a-Phenylethyl Group”, Chirality, 14, 144-150 (2002).
E. Juaristi, M. Hernández-Rodríguez, H. López-Ruiz, J. Aviña, M. Hayakawa y D. Seebach, “Synthesis of New Chiral Derivatives of DMPU and Examination of Their Impact on the Regio- and Enantioselectivity of 2-(1,3-Dithianyl)lithium Addition to 2-Cyclohexen-1-one”, Helv. Chim. Acta, 85, 1999-2008 (2002).
M.A. Iglesias Arteaga, C.G. Avila-Ortiz y E. Juaristi, “Tandem Reactions Initiated by the Oxidative Decarboxylation of 1-Benzoyl-2(S)-tert-butyl-6(S)-carboxy-perhydropyrimidin-4-one”, Tetrahedron Lett., 43, 5297-5300 (2002).
G. Cuevas y E. Juaristi, “Manifestation of Stereoelectronic Effects on the Calculated Carbon-Hydrogen Bond Lengths and 1JC-H NMR Coupling Constants in Cyclohexane, Six-Membered Heterocycles, and Cyclohexanone Derivatives”, J. Am. Chem. Soc., 124, 13088-13096 (2002).
J.S. Cruz-Sánchez y E. Juaristi, “Contrasting Conformational Behavior of 5-Methylsulfonyl-1,3-dioxane and -1,3-Dithiane in the Minimization of Steric and Electrostatic Interactions”, Tetrahedron Lett., 43, 9369-9372 (2002).
O. Muñoz-Muñiz, M. Quintanar-Audelo y E. Juaristi, “Reexamination of CeCl3 and InCl3 as Activators in the Diastereoselective Mukaiyama Aldol Reaction in Aqueous Media”, J. Org. Chem.,68, 1622-1625 (2003).
M.V. Roux, M. Temprado, P. Jiménez, J. Z. Dávalos, R. Notario, R. Guzmán-Mejía y E. Juaristi, “Calorimetric and Computational Study of Thiacyclohexane-1-oxide and 1,1-Dioxide (Thiane Sulfoxide and Thiane Sulfone). Enthalpies of Formation and the Energy of the S = O Bond”, J. Org. Chem., 68, 1762-1770 (2003).
M. Sosa, O. Muñoz-Muñiz, C. Anaya de Parrodi, L. Quintero-Cortés y E. Juaristi, “Molecular Modelling of Salt (Lithium Chloride) Effects on the Enantioselectivity of Diethylzinc Addition to Benzaldehyde in the Presence of Chiral b-Aminoalcohols”, J. Org. Chem., 68, 2369-2375 (2003).
E. Juaristi, G.A. Rosquete-Pina, M. Vázquez-Hernández y A.J. Mota, “Salt Effect on the Conformational Behavior of 5-Substituted 1,3-Dioxanes”, Pure Appl. Chem., 75, 589-599 (2003).
A.J. Mota, E. Castellanos y E. Juaristi, “Simple Methodology for the Purification of Amino Acids”, Org. Prep. Proc. Int., 35, 414-417 (2003).
R. Melgar-Fernández, P. Demare, E. Hong, J. Escalante, O. Muñoz-Muñiz, E. Juaristi y I. Regla, “Synthesis and Cardiovascular Activity of Metoprolol Analogs”, Bioorg. Med. Chem. Lett., 14, 191-194 (2004)
E. Castellanos, G. Reyes-Rangel y E. Juaristi, “Diastereoselective Electrophilic Amination of Chiral 1-Benzoyl-2-isopropyl-3-methyl-perhydropyrimidin-4-one in the Asymmetric Synthesis of a-Substituted a,b-Diaminopropionic Acid”, Helv. Chim. Acta, 87, 1016-1024 (2004).
M.V. Roux, M. Temprado, P. Jiménez, R. Notario, R. Guzmán-Mejía y E. Juaristi, “Calorimetric and Computational Study of 1,3-Dithiacyclohexane 1,1-Dioxide (1,3-Dithiane Sulfone)”, J. Org. Chem., 69, 1670-1675 (2004).
M.A. Iglesias-Arteaga, E. Juaristi y F. González, “An Electrochemical Interpretation of the Mechanism of the Chemical Decarboxylation of 6-Carboxy-perhydropyrimidin-4-ones”, Tetrahedron, 60, 3605-3610 (2004).
K. Martínez-Mayorga, E. Juaristi y G. Cuevas, “Manifestation of Stereoelectronic Effects on the Calculated Carbon-Hydrogen Bond Lengths and One Bond 1JC-H NMR Coupling Constants Relative Aceptor Ability of the Carbonyl (C=O), Thiocarbonyl (C=S), and Methyledene (C=CH2) Groups Towards C-H Donor Bonds”, J. Org. Chem., 69, 7266-7276 (2004).
M. Vázquez-Hernández, G. Rosquete-Pina y E. Juaristi, “Salt Effects on the Conformational Behavior of 5-Carboxy- and 5-Hydroxy-1,3-Dioxane”, J. Org. Chem., 69, 9063-9072 (2004).
E. Juaristi y V. Soloshonok, Eds., “Second Edition of Enantioselective Synthesis of b-Amino Acids:”, Wiley: New York, ISBN: 0-471-46738-3 (2005).
E. Juaristi, “Structural Types of Relevant b-Amino Acid Targets”, en “Second Edition of Enantioselective Synthesis of b-Amino Acids”, Wiley: New York (2005), capítulo 1, pp. 1-17.
E. Juaristi y R. Melgar-Fernández, y “a-Sodium Aldehydes, Ketones, and Other Na-C-CXY Compounds (Including Sodium Enolates)”, en “Science of Synthesis”, Houben-Weyl Methods of Molecular Transformations, George Thieme Verlag, Stuttgart (2005); capítulo 8.2.16, pp. 1285-1296.
F. García-Flores, L. S. Flores-Michel y E. Juaristi, "Asymmetric Allylation of Benzoyl-hydrazones Promoted by Novel C2-Symmetric Bis-Sulfoxide Organocatalysts", Tetrahedron Lett., 47, 8235-8238 (2006).
E. Juaristi y L. García-Colín, "Un Camino Marcado por la Curiosidad,laObstinación y la Casualidad", El Colegio Nacional: México (2006), ISBN: 970-640-321-3.
C. Anaya de Parrodi y E. Juaristi, "Chiral 1,2-Aminoalcohols and 1,2-Diamines Derived from Cyclohexene Oxide. Recent Applications in Asymmetric Synthesis", Synlett, 2699-2715 (2006).
Y. Liu, R. Melgar-Fernández y E. Juaristi, "Enantioselective Amination of alpha-Phenyl alpha-Cyanoacetate Catalyzed by Chiral Amines Incorporating the alpha-Phenylethyl Auxiliary", J. Org. Chem., 72, 1522-1525 (2007).
P. Zubrzak, H. Williams, G.M. Coast, R.E. Isaac, G. Reyes-Rangel, E. Juaristi,J. Zabrocki y R.J. Nachman, "beta-Amino Acid Analogs of an Insect Neuropeptide Feature Potent Bioactivity and Resistance to Peptidase Hydrolysis", Biopolymers, Peptide Science, 88, 76-82 (2007).
E. Bustos Bustos, M.G. García Jiménez, B.R. Díaz-Sánchez, E. Juaristi y L.A. Godínez, "Determination of Dopamine in Real Simples by Liquid Chromatography with Spectrometric Detection Ensambled to Electrochemical Detection Using Covalent Modified Glassy Carbon Electrodes with Composites of Starburst PAMAM Dendrimers and Metal Nanoparticles", Talanta, 72, 1586-1592 (2007).
E. Navarro, F.J. González, P.D. Astudillo, M. Vázquez-Hernández, M. Hernández-Rodríguez y E. Juaristi, "The Role of Alkali and Alkaline Earth Metal Ions on the Hydrolysis of 2-Ferrocenyl-1,3-dioxane in Acetonitrile Solutions", Polish J. Chem., 81, 921-930 (2007).
B.R. Díaz-Sánchez, M.A. Iglesias-Arteaga, R. Melgar-Fernández y E. Juaristi, "Synthesis of 2-Substituted-5-halo-2,3-dihydro-4(H)-pyrimidin-4-ones and Their Derivatization to Potential Precursors of α-Substituted β-Amino Acids Utilizing the Sonogashira Coupling Reaction", J. Org. Chem., 72, 4822-4825 (2007).
M. Hernández-Rodríguez y E. Juaristi, "Structurally Simple Chiral Thioureas as Chiral Solvating Agents in the Enantiodiscrimination of Carboxylic Acids", Tetrahedron, 63, 7673-7678 (2007).
R. Guzmán-Mejía, G. Reyes-Rangel y E. Juaristi, "Preparation of Chiral Derivatives of β-Alanine Containing the α-Phenylethyl Group: Useful Starting Materials for the Asymmetric Synthesis ofβ-Amino Acids", Nature Protocols, 2, 2759-2766 (2007).
E. Juaristi y G. Cuevas, "Manifestations of Stereoelectronic Interactionsin 1JC-H One Bond Coupling Constants", Acc. Chem. Res., 40, 961-970 (2007).
R. Melgar-Fernández, R. González-Olvera, J.L. Olivares-Romero, V. González-López, L. Romero-Ponce, M. Ramírez-Zárate, P. Demare, I. Regla y E. Juaristi “Synthesis of Novel Derivatives of (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane and their Evaluation as Potential Ligands in Asymmetric Catalysis”, Eur. J. Org. Chem., 655-672 (2008).

E. Bustos Bustos, G. Reyes-Rangel, B.R. Díaz-Sánchez, J. Manríquez Rocha, E. Juaristi, T.W. Chapman y <st1:place w:st="on"><st1:city w:st="on">L.A. Godínez, “Minimization of Lateral Repulsive Interactions Between b-Cyclodextrine Adsorbed on the Ferrocene-PAMAM <st1:city w:st="on">Dendrimers<st1:state w:st="on">Modified Electrodes”, J. Braz. Chem. Soc., 19, 1010-1016 (2008).
Y. Bandala, I.A. Rivero, T. González, J. Aviña, y E. Juaristi, “Solid Phase Synthesis of Novel α/β-Tetrapeptides and Electrospray Ionization Mass Spectrometric Evaluation of Their Metal Cation Complexation Behavior”, J. Phys. Org. Chem., 21, 349-358 (2008).
S. Taneja-Bageshwar, <st1:street w:st="on"><st1:address w:st="on">A. Strey, P. Zubrzak, H. Williams, G. Reyes-Rangel, E. Juaristi, P. Pietrantonio y R.J. Nachman, “Identification of Selective and Non-Selective, Biostable β-Amino Acid Agonists of Recombinant Insect Kinin Receptors from the Southern Cattle Tick Boophilus Microplus and Mosquito Aedes Aegypti”, Peptides, 29, 302-309 (2008).
R. González-Olvera, P. Demare, I. Regla y E. Juaristi, “Application of (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane Derivatives in Asymmetric Organocatalysis: the Biginelli Reaction”, Arkivoc, Número Especial de Homenaje al Prof. Torbjorn Norin, vi, 61-72 (2008).
M. Hernández-Rodríguez, C.G. Avila-Ortiz, J. Martín del Campo, D. Hernández-Romero, M.J. Rosales-Hoz y E. Juaristi, “Synthesis of Novel Chiral (Thio) Ureas and their Application as Organocatalysts in Asymmetric Synthesis”, Australian J. Chem., 61, 364-375 (2008).

Y. Bandala y E. Juaristi, “Recent Advances in the Application of a-Phenylethylamine (a-PEA) in the Preparation of Enantiopure Compounds”, Aldrichim. Acta, 43, 65-78 (2010).
E. Juaristi y G. Cuevas, “Manifestations of Stereoelectronic Interactions in ¹J_C-H One Bond Coupling Constants”, Acc. Chem. Res., 40, 961-970 (2007).
J.L. Olivares-Romero y <st1:place w:st="on">E. Juaristi, “Synthesis of Two Novel Chiral Diamines Derived from (S)-Proline and their Evaluation as Precursors of Diazaborolidines for the Catalytic Borane-Mediated Enantioselective Reduction of Prochiral Ketones”, Tetrahedron, 64, 9992-9998 (2008).

G. Reyes-Rangel, E. Jiménez-Gonzàlez, J.L. Olivares-Romero y E. Juaristi, “Enantioselective Synthesis of β-Amino Acids Using Hexahydrobenzoxazolidi-nones as Chiral Auxiliaries”, Tetrahedron: Asymmetry, 19, 2839-2849 (2008).

C. Guzmán, G. Orozco, Y. Verde, S. Jiménez, L.A. Godínez, E. Juaristi y E. Bustos, “Hydrogen Peroxide Sensor Based on Modified Vitreous Carbon with Multiwall Carbon Nanotubes and Composites of Pt Nanoparticles-Dopamine”, Electrochim. Acta, 54, 1728-1732 (2009).
F . Benfatti, G. Cardillo, S. Contaldi, L. Gentilucci, E. Mosconi, A. Tolomelli y E. Juaristi, “A Convenient Synthesis of Functionalized Isoxazolines and Related 5-Hydroxyisoxazolidine-4-carboxylates”, Tetrahedron, 65, 2478-2483 (2009).
R.J. Nachman, O.B. Aziz, M. Davidovitch P. Zubrzak, R.E. Isaac,<st1:street w:st="on"><st1:address w:st="on">A. Strey, G. Reyes-Rangel, E. Juaristi, H.J.Williams y M. Altstein, “Biostable β-Amino Acid PK/PBAN Analogs: Agonist and Antagonist Properties”, Peptides, 30, 608-615 (2009).
L. Gentilucci, G. Cardillo, A. Tolomelli, R. De Marco, A. Garelli, S. Spampinato, A. Sparta y E. Juaristi, “Synthesis and Conformational Analysis of Cyclotetrapeptide Mimetic β-Turn Templates, and Validation as 3D Scaffolds”, ChemMedChem, 4, 517-523 (2009).

E. Bustos, J.E. García, Y. Bandala, L.A. Godínez y E. Juaristi, “Enantioselective Recognition of Alanine in Solution with Modified Gold Electrodes Using Chiral PAMAM Dendrimers G4.O”, Talanta, 78, 1352-1358 (2009).
E. Bustos, <st1:city w:st="on">L.A. Godínez, G. Reyes-Rangel y <st1:place w:st="on">E. Juaristi, “Chiral Recognition of Alanine across Modified Carbon Electrodes with 3,4-Dihydroxyphenylalanine”, Electrochim. Acta, 54, 6445-6450 (2009).
D. Chamorro, L. Alarcón, A. Ponce, R. Tapia, H. González-Aguilar, M. Robles-Flores, MT. Mejía, J. Segovia, Y. Bandala, E. Juaristi y L. González-Mariscal, “Phosphorylation of Zona Occludens-2 by Protein Kinase C_ε Regulates its Nuclear Exportation”, Molec. Biol. Cell, 20, 4120-4129 (2009).
G. Huelgas, E. Santacruz, S.K. Angulo, V.M. Mastranzo, J.A. Aviña, E. Juaristi, C. Anaya de Parrodi y P.J. Walsh, “Catalytic Asymmetric Hydrosilylation of Acetophenone with New Chiral Thiourea Ligands Containing the (S)-a-Phenylethyl Group”, Tetrahedron: Asymmetry, 20, 2788-2794 (2009).
Y. Bandala, R. Melgar-Fernández, R. Guzmán-Mejía, J.L. Olivares-Romero, B.R. Díaz-Sánchez, R. González-Olvera y E. Juaristi, “Optimized Methodologies in Asymmetric Organic Synthesis Applying Microwaves”, J. Mex. Chem. Soc., 53, 146-153 (2009).
R. Melgar-Fernández, R. González-Olvera, J. Vargas-Caporali, R. Pérez-Isidoro y E. Juaristi, “Resolution of 5-Oxo-1-phenylpyrazolidine-3-carboxylic Acid and Synthesis of Novel Enantiopure Amide Derivatives”, Arkivoc, (viii), 55-75 (2010).
E. Garay, G. Patiño-López, S. Islas, L. Alarcón, E. Canche-Pool, R. Valle, O. Medina, G.C. Granados, B.C. Munguía, E. Juaristi, V. Ortiz-Navarrete y L. González-Mariscal, “CRTAM, a Molecule Involved in Epithelial Cell Adhesion”, J. Cell. Biochem., 111, 111-122 (2010).
G. Cardillo, L. Gentilucci, E. Mosconi, A. Tolomelli, S. Troisi y E. Juaristi, “Highly Regio- and Stereoselective Palladium-Catalyzed Allylic Carbonate Amination. A Practical Route to Dehydro-b-aminoesters”, Tetrahedron, 66, 4944-4999 (2010).
E.R. Angeles, M.A. Hernández-Balboa, V.A. Vela Arévalo, V.H. Abrego Reyes, A.M. Velázquez, A.M. Ganem-Quintanar, D.M. Quintanar, B.M. Camacho, G.M. Nava, M. Rosales-Hoz, M.A. Leyva, E. Juaristi y R.A. López-Castañares, “Chlorambucil inclusion complexes study with b-cyclodextrins through NMR, IR spectroscopy, X-ray crystallography and Capillary Electrophoresis”, Macromolecules: An Indian Journal, 6, 49-50 (2010).
E. Forró, L. Schoenstein, L. Kiss, A. Vega-Peñaloza, E. Juaristi y F. Fulop, “Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated b-Amino Ester Stereoisomers”, Molecules, 15, 3998-4010 (2010).
M.V. Roux, C. Foces-Foces, R. Notario, M.A.V. Ribeiro da Silva, M.d.D.M.C. Ribeiro da Silva, A.F.L.O.M. Santos y E. Juaristi, “Thermochemical Study of L-Cysteine, L-Cystine and L-Cysteine Radicals. S-S, S-H, and C-S Bond Dissociation Enthalpies”, J. Phys. Chem. A., 114, 10530-10540 (2010).
H.A. Stefani, M.F.Z.J. Amaral, F.V. Singh, G. Reyes-Rangel y E. Juaristi, “Functionalization of (2S)-Isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-ones via Suzuki-Miyaura Cross-Coupling Reaction Using Aryltrifluoroborate Salts: Convenient Enantioselective Preparation of a-Substituted-b-Amino Acids”, Eur. J. Org. Chem., 6393-6403 (2010).
J.G. Hernández y E. Juaristi, “A Green Sysnthesis of a,b- and b,b-Dipeptides under Solvent-Free Conditions”, J. Org. Chem., 75, 7107-7111 (2010).
E. Juaristi, Coordinador, “Diseño y Producción de Fármacos”, El Colegio Nacional: México (2007). ISBN 978-970-640-356-8.
E. Díaz-Herrera y E. Juaristi, Editores, “Recent Developments in Physical Chemistry” (Third Mexican Meeting on Mathematical and Experimental Physics, Mexico City, September 10-14, 2007), American Institute of Physics: Conference Proceedings (2008). ISBN 978-0-7354-0498-4.
E. Juaristi y O. Novaro-Peñalosa, Coordinadores, “Quiralidad en la Química, la Física y la Biología”, El Colegio Nacional: México (2008), ISBN: 978-607-7630-08-1.
E. Juaristi, Coordinador, “Aplicaciones de las Microondas en Química y en Biología”, El Colegio Nacional: México (2009), ISBN: 978-607-7360-31-9.
E. Juaristi, “Preparación en el Laboratorio de Aminoácidos Valiosos”, en “Humanísticas Aportaciones Científicas Mexicanas en el Siglo Veinte”, S. Estrada O., Ed., Fondo de Cultura Económica: México (2008); pp. 440-446.

E. Juaristi, B.R.Díaz y J.L. Olivares, “Dioxa-, Oxathia- and Dithiazines”, en Comprehensive Heterocyclic Chemistry III, Elsevier, Oxford, (2008); capítulo 8.10, pp. 523-567.
E. Juaristi, “Introducción a la Quiralidad en las Moléculas Orgánicas”, en “Quiralidad en la Química, la Física y la Biología”, E. Juaristi y O. Novaro, Coordinadores, El Colegio Nacional: México (2008) pp. 1-23.
Y. Bandala y E. Juaristi, “Recent Developments in the Synthesis of b-Amino Acids”, en “Amino Acids, Peptides and Proteins in Organic Chemistry”, A.B. Hughes, Ed., Wiley-VCH: Weinheim, 2009; Chapter 7, pp. 291-366
Y. Bandala, R. Melgar-Fernández, R. Guzmán-Mejìa, J.L. Olivares-Romero, B.R. Díaz-Sánchez, R. González-Olvera y E. Juaristi, “Metodologìas Optimizadas en Síntesis Orgánica Aplicando Microondas”, en “Aplicaciones de las Microondas en Quìmica y en Biologìa”, El Colegio Nacional: México (2009); Capìtulo 8, pp. 115-127.

E. Juaristi y G. Delgado, “Algunas Contribuciones Relevantes de la Química Mexicana en los Albores del Siglo XIX, del Siglo XX y del Siglo XXI”, en Libro Conmemorativo del Bicentenario, E. Matos (coordinador), El Colegio Nacional: México (2010); pp. 697-738.

Y. Bandala y E. Juaristi, “Applications of β-Peptides in Chemistry, Biology and Medicine”, en “Festchift in Honor of Prof. Dr. Leopoldo García-Colin 80^th Birthday”, A. Macias y L. Dagdug, Eds., World Scientific: Singapore (2010); capítulo 12, pp. 183-198.

E. Juaristi, “Organocatalizadores Quirales y su Aplicación en Síntesis Asimétrica” Educación Química, 22, 12-14 (2011).

J.G. Hernández y E. Juaristi, “Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-Containing Dipeptides: Improved Stereoinduction under Solvent-Free Conditions” J. Org. Chem., 76, 1464-1467 (2011).

M.V. Roux, R. Notario, M. Segura, R. Guzmán-Mejía, E. Juaristi y J.S. Chickos “Thermophysical Study of Several - and -Amino Acid Derivatives by Differential Scanning Calorimetry (DSC)”, J. Chem. Eng. Data, 56, 3807-3812 (2011).

E. Juaristi, “Obras 1, Artículos de Divulgación”, El Colegio Nacional: México (2012), ISBN 978-607-724-027-3.

E. Juaristi, L.F. Rodríguez, “Moléculas Quirales en el Espacio y Homoquirales en la Tierra”, en “La Química y el Universo”, Editor, El Colegio Nacional: México (2012); pp. 103-128.

E. Juaristi y Y. Bandala, A.R. Katritzky, “Anomeric Effect in Saturated Heterocyclic Ring Systems”, en “Advances in Heterocyclic Chemistry” Editor, Elsevier: Amsterdam (2012), Vol. 105, p. 189-222.

J.G. Hernández y E. Juaristi,“Recent Efforts Directed to the Development of More Sustainable Asymmetric Organocatalysis” Chem. Commun., (Feature Article), 48, 5396-5409 (2012).

E. Juaristi, “Looking for Treasure in Stereochemistry-Land. A Path Marked by Curiosity, Obstinacy and Serendipity”, J. Org. Chem. (Perspective), 77, 4861-4884 (2012).

G. Reyes-Rangel, Y. Bandala y E. Juaristi “Asymmetric Allylation of -Ketoester-Derived N-Benzoylhidrazones Promoted by a Chiral C2-Symmetric bis-Sulfoxide/N-Oxide Lewis Base: Highly Enantioselective Synthesis of Quaternary -Substituted -Allyl--Amino Acids” Chirality, 25, 529-540 (2013).

E. Juaristi y R. Notario “Computational Reexamination of the Eclipsed Conformation in cis-2-tert-Butyl-5-(tert-butylsulfonyl)-1,3dioxane” Struct. Chem., 24, 1855-1862 (2013).

L. Rivillas-Acevedo, L. Maciel-Barón, J.E. García, E. Juaristi y L. Quintanar “Inserting -Alanine in the His96 and His111 Copper Binding Sites of the Human Prion Protein” J. Inorg. Biochem., 126, 104-110 (2013).

A. Tolomelli, M. Baiula, L. Belvisi, A. Viola, L. Gentilucci, S. Troisi, s.D. Dattoli, S. Spampinato, M. Civera, E. Juaristi y M. Escudero “Modulation of γ3- and 51- Integrin Mediated Adhesion by Dehydro--amino Acids Containing Peptidomimetics” Eur. J. Med. Chem., 66, 258-268 (2013).

A. Vega-Peñaloza, O. Sánchez-Antonio, M. Escudero-Casao, G. Tasnádi, F. Fulop y E. Juaristi “Stereoselective Synthesis of Chiral Pyrrolidine Derivatives of (+)--Pinene Containing a -Amino Acid Moiety” Synthesis, 45, 2458-2468 (2013).

Y. Bandala, G. Reyes-Rangel, A. Obregón-Zúñiga, C. Cruz-Hernández, G. Corzo y E. Juaristi, “trans-Hexahydrobenzoxazolidinones in the Enantioselective Synthesis of 2-Amino Acids Containing Proteinogenic Side Chains”, Eur. J. Org. Chem., 2275-2283 (2014).

M. Escudero-Casao, A. Vega-Peñaloza y E. Juaristi, “Enantiopure 1,2,3-Triazo-Lyl--amino Acids via Click Cycloaddition Reaction on Racemic Alkynyl Precursors Followed by Separation of Stereoisomers” Curr. Topics Med. Chem., 14, 1257-1270 (2014).

A. Vega-Peñaloza, O Sánchez-Antonio, C.G. Avila-Ortiz, M. Escudero-Casao y E. Juaristi, “An Alternative Synthesis of Chiral (S)-Proline Derivatives Containing a Thiohydantoin Moiety and Their Application in the Asymmetric Michael Addition Reaction Under Solvent-Free Conditions” Asian J. Org. Chem., 3, 487-496 (2014).

E. Juaristi y O.S. Rodríguez-Fernández, Coordinadores, “Hacia Donde Va la Ciencia en México: Ciencia Química”,Conacyt-AMC-CCC: México (2014), ISBN: 978-607-9138-12-7.

E. Machuca y E. Juaristi R. Brindaban y A. Stolle “Asymmetric Organocatalytic Reactions Under Ball Milling”, en “Ball Milling Towards Green Synthesis: Applications, Projects, Challenges” Editors, Royal Society of Chemistry: Cambridge, UK, (2015); capítulo 4, pp. 81-95.

E. Juaristi y R. Notario Theoretical Examination of the S-C-P Anomeric Effect J. Org. Chem., 80, 2879-2883 (2015).

C.G. Avila-Ortiz, M. López-Ortiz, A. Vega-Peñaloza, I. Regla y E. Juaristi "Use of (R)-Mandelic Acid as Chiral Co-Catalyst in the Michael Addition Reaction Organocatalyzed by (1S,4S)-2-Tosyl-2,5-diazabicyclo[2.2.1]heptane under Solvent-Free Conditions" Asymmetric Catalysis, Topical Issue on Organocatalysis, 2, 37-44 (2015).

G. Reyes-Rangel, J. Vargas-Caporali y E. Juaristi , "In Search of Diamine Analogs of the ,-Diphenylprolinol Priviledged Chiral Organocatalyst. Synthesis of Diamine Derivatives of ,-Diphenyl-(S)-prolinol and Their Application as Organocatalysts in the Asymmetric Michael and Mannnich Reactions" Tetrahedron, 72, 379-391 (2016)

L. A. Polindara-García y E. Juaristi, "Synthesis of Ugi-4CR and Passerini-3CR Adducts Under Mechanochemical Activation", Eur. J. Org. Chem., 1095-1102 (2016).

E. Juaristi y R. Notario, "Theoretical Evidence for the Relevance of n(F) → σ*(C– X) (X = H, C, O, S) Stereoelectronic Interactions", J. Org. Chem., 81, 1192-1197 (2016).

E. Juaristi y L. F. Rodríguez, Coordinadores, "Computación en la Ciencia y la Vida Diaria", El Colegio Nacional: México (2016). ISBN: 978-607-724-163-8.

C. González Barragán y E. Juaristi, "Algunas Contribuciones de la Computación en Nuestra Vida Diaria", en "Computación en la Ciencia y la Vida Diaria", E. Juaristi y L. F. Rodríguez, Coordinadores, El Colegio Nacional, Ciudad de México (2016), pp. 51-84.

C. A. Cruz-Hernández y E. Juaristi, "La Computación en la Química", en "Computación en la Ciencia y la Vida Diaria", E. Juaristi y L. F. Rodríguez Jorge, Coordinadores, El Colegio Nacional: Ciudad de México (2016), pp. 105-138

J. M. Landeros y E. Juaristi, "Mechanochemical Synthesis of Dipeptides Using Mg-Al Hydrotalcite as Catalyst Under Solvent-Free Reaction Conditions", Eur. J. Org. Chem., 687-694 (2017).

A. Obregón-Zúñiga, M. Milán y E. Juaristi, "Improving the Catalytic Performance of (S)-Proline as Organocatalyst in Asymmetric Aldol Reactions in the Presence of Solvate Ionic Liquids. Involvement of a Supramolecular Aggregate", Org. Lett., 19, 1108-1111

G. Reyes-Rangel, J. Vargas-Caporali y E. Juaristi, "Asymmetric Michael Addition Reaction Organocatalyzed by Stereoisomeric Pyrrolidine Sulfinamides Under Neat Conditions. A Brief Study on Self-Disproportionation of Enantiomers", Tetrahedron, 73, 4707-4718 (2017).

A. Obregón-Zúñiga, M. Guerrero-Robles y E. Juaristi, "Chiral Imidazolium Ionic Liquids Derived from (S)-Prolinamine as Organocatalysts in the Asymmetric Michael Reaction and Michael-Aldol Cascade Reaction under Solvent-Free Conditions", Eur. J. Org. Chem., 2692-2697 (2017).

E. Juaristi, G. Gomes, A. Terent'ev, R. Notario y I. Alabugin, "Stereoelectronic Interactions as a Probe for the Existence of the Intramolecular α-Effect", J. Am. Chem. Soc., 139, 10799-10813 (2017).

A. Obregón-Zúñiga y E. Juaristi, (2S,4R)-Hyp-(S)-Phe-OMe Dipeptide Supported on Imidazolium Tagged Molecules as Recoverable Organocatalysts for Asymmetric Aldol Reactions Using Water as Reaction Medium", Tetrahedron, 73, 5373-5380 (2017).

M. Pérez-Venegas, G. Reyes-Rangel, A. Neri, J. Escalante y E. Juaristi, "Mechanochemical Enzymatic Resolution of N-Benzylated-β³-Amino Esters", Beilstein J. Org. Chem., 13, 1728-1734 (2017). Correction: 13, 2128-2130 (2017).

Z. Wang (Editor) y U. Wille, E. Juaristi (Editores Asociados), "Encyclopedia of Physical Organic Chemistry", Wiley: New York (2017). ISBN: 978-1-118-47045-9.

E. Juaristi (Coordinador), "La Suite de los Elementos" (H. Rasgado, Compositor), El Colegio Nacional: Ciudad de México (2017). ISBN: 978-607-724-213-0.
C. Cruz-Hernández, P.E. Hernández-González y E. Juaristi, "(R)- and (S)- Proline-Derived Chiral Phosphoramides as Organocatalysts for the Enantiodivergent Aldol Reaction of Isatins with Cyclohexanone in the Presence of Water", Synthesis, 50, 1827-1840 (2018).
M. Pérez-Venegas y E. Juaristi, "Mechanoenzymatic Resolution of Racemic Chiral Amines, A Green Technique for the Synthesis of Pharmaceutical Building Blocks", Tetrahedron, 74, 6453-6458 (2018).
E. Juaristi y R. Notario, "Density Functional Theory Computational Reexamination of the Anomeric Effect in 2-Methoxy- and 2-Cyano-1,3-dioxanes and 1,3-Dithianes. Novel Stereoelectronic Interactions Involving the Cyano (C≡N:) Group Revealed by Natural Bond Order (NBO) Analysis", J. Org. Chem., 83, 10326-10333 (2018).
J. Vargas-Caporali y E. Juaristi, "Determination of Enantioselectivities by Means of Chiral Stationary Phase HPLC in Order to Identify Effective Proline-Derived Organocatalysts", J. Brazilian Chem. Soc., 29, 896-915 (2018).

A. Espinoza-Vázquez, F.J. Rodríguez-Gómez, E. Juaristi, M. Escudero-Casao, D. Angeles-Beltrán, G.E. Negrón-Silva y M. Palomar-Pardavé, "Triazoles Derived from β-Amino Acids as Corrosion Inhibitors for AP1 5L X52 Steel Immersed in 1M HCl", Int. J. Electrochem. Sci., 13, 7517-7531 (2018).

C. Cruz-Hernández, P.E. Hernández-González y E. Juaristi, "Proline-Glycine Dipeptidic Derivatives of Chiral Phosphoramides as Organocatlysts for the Enantiodivergent Aldol Reaction of Arylaldehydes and Isatins with Cyclohexanone in the Presence of Water", Synthesis, 50, 3445-3459 (2018).

E. Juaristi y R. Notario, "Stereoelectronic Interactions Exhibited by ¹J_C-H One-Bond Coupling Constants and Examination of the Possible Existence of the Intramolecular α-Effect in Six-Membered Oxygen-Containing Heterocycles", J. Org. Chem., 83, 3293-3298 (2018).

C. Cruz-Hernández, E. Martínez-Martínez, P.E. Hernández-González y E. Juaristi, "Synthesis of a New N-Chiral Diamino-phosphoryl-N'-[(2S)-2-pyrrolidinylmethyl]-thiourea as an Organocatalyst for the Stereoselective Michael Addition of Cyclohexanone to Nitrostyrenes and Chalcones-Applications in Cascade Processes for the Synthesis of Polycyclic Systems", Eur. J. Org. Chem., 2018, 6890-6900 (2018).

J.M. Landeros, L. Suchy, C.G. Avila-Ortiz, N. Maulide y E. Juaristi, "Dendrimeric α,β-Dipeptidic Conjugates as Organocatalysts in Asymmetric Michael Addition Reaction of Isobutyraldehyde to N-Phenyl-Maleimides", Monatsch. Chem., 150, 777-788 (2019).

C. Cruz-Hernández, J.M. Landeros y E. Juaristi, "Multifunctional Phosphoramide-(S)-prolinamide Derivatives as Efficient Organocatalysts in Asymmetric Aldol and Michael Reactions", New J. Chem., 43, 5455-5465 (2019).

O. Sánchez-Antonio, R. González-Olvera, A. Aguilera-Cruz, A. Reyes-Ramírez y E. Juaristi, "Diastereoselective Synthesis of New Isoindolone-Derived Fused Heterocycles and Their Crystallographic Structures", Tetrahedron, 75, 130594 (2019).

Fingerhut, J. Vargas-Caporali, M.A. Leyva-Ramírez, E. Juaristi y S.B. Tsogoeva, "Biominetic Non-Heme Iron(III) Catalyzed Epoxidation of Challenging Terminal Alkenes Using Aqueous H₂O₂ as an Environmentally Friendly Oxidant", Molecules, 24, 3182 (2019).

O. Sánchez-Antonio y E. Juaristi, "Synthesis of a New Chiral Organocatalyst Derived from (S)-Proline Containing a 1,2,4-Triazolyl Moiety and Its Application in the Asymmetric Aldol Reaction. Effect of Water", Tetrahedron Lett., 60, 151128 (2019).

L. Alvarez-Santamaría, E. Juaristi, A.B. Arroyo-Colín, J. Palma-Flores y J. Escalante, "Efficient Solvent-Free Preparation of Imines, and Their Subsequent Oxidation with m-CPBA to Afford Oxaziridines", Green and Sustainable Chem., 9, 143-154 (2019).

E. Juaristi, "Obras 8. Organocatálisis Asimétrica y Química Verde", El Colegio Nacional: México (2019). ISBN: 978-607-724-347-2.

Cruz-Hernández, J.M. Landeros y E. Juaristi, "Synthesis of Diazaphosphol-2-oxides and Their Derivatives: Applications in Asymmetric Synthesis", en "Targets in Heterocyclic Systems", O.A. Attanasi, Editor, Italian Chemical Society, Volumen 23, Capítulo 16, pp 324-339 (2019).

C.G. Avila-Ortiz, M. Pérez-Venegas, J. Vargas Caporali y E. Juaristi, "Recent Applications of Mechanochemistry in Enantioselective Synthesis", Tetrahedron Lett. Digest, 60, 1749-1757 (2019).

E. Juaristi, "Acerca del Desarrollo de la Tabla Periódica a 150 Años de su Descubrimiento", Conversus: Revista del Instituto Politécnico Nacional, 40, 10-11 (2019).

Premio de la Academia Mexicana de Ciencias, 1988.
Premio Interamericano de Ciencia y Tecnología (OEA), 1990.
Premio Nacional de la Sociedad Química de México, 1995.
Premio Nacional de Ciencias y Artes, 1998.
Presidente de la Sociedad Química de México durante el periodo Abril 2009-Mayo 2011.
Miembro de El Colegio Nacional a partir del 13 de febrero de 2006.
Electo “Fellow (Miembro Honorario) de la Americal Chemical Society, por excelencia en investigación química y por servicio a la sociedad, 2 de junio de 2009.
Nombrado “Profesor Emérito del Cinvestav”, 4 de diciembre de 2009.
Presidente de la Sociedad Química de México, 2009-2011.
Invitado a participar como Consejero del órgano de Gobierno del Centro de Investigación y Desarrollo Tecnológico en Electroquímica (CIDETEQ), 6 de octubre de 2010.
Renovación como miembro del Consejo Editorial de Accounts of Chemical Research, American Chemical Society, 2011 a 2014
Miembro invitado de la Junta Universitaria de la Universidad de Sonora, a partir del 30 de noviembre de 2011.
Miembro Titular de la Academia Mexicana de Ciencias (2012).
Premio de investigación Georg Forster de la Fundación Alexander von Humboldt (Alemania), 2012.
Presea “Dr. José Ma. Vértiz Delgado”, otorgada por el Honorable Ayuntamiento de Querétaro, “En reconocimiento a su alto desempeño en el campo de la investigación científica, que lo ha colocado como uno de los líderes mundiales en el estudio de la química orgánica y a sus importantes contribuciones en el área farmacéutica y alimentaria, en beneficio de la humanidad”, Querétaro, 25 de julio de 2013.
Coordinador del área de Química en el marco del convenio tripartita “Hacia Dónde Va la Ciencia en México”, Consejo Consultivo de Ciencias, Consejo Nacional de Ciencia y Tecnología, Academia Mexican de Ciencias, a partir de octubre de 2014
Invitado a continuar formando parte del Consejo Editorial de la prestigiosa revista de la American Chemical Society Accounts of Chemical Research, enero 2015 a diciembre 2017.
Coautor de uno de los artículos más leídos en el año 2015 en el área de la química orgánica, Wiley-VCH, diciembre 2015.
Nombrado "Fellow" (Miembro Honorario) de la International Union of Pure and Applied Chemistry (IUPAC), como un reconocimiento a "past service to the Union", 12 de agosto de 2016.
Premio del Tercer Simposio Iberoamericano de Química Orgánica por contribuciones al campo de la Química Orgánica, Oporto, Portugal, 25 de septiembre de 2016.
Nombrado Investigador Nacional Emérito, Sistema Nacional de Investigadores, CONACYT, 12 de diciembre de 2016.
Reconocimiento por parte del Gobierno de Guanajuato en el festejo "100 Años de la Química en Guanajuato. 100 Personajes", 25 de marzo de 2017.
La Encyclopedia of Physical Organic Chemistry, de la cual Eusebio Juaristi es Editor Asociado, fue premiada por la Association of American Publishers como la mejor obra en la categoría de colecciones de libros científicos comprendiendo varios volúmenes, 15 de febrero de 2018.
Semblanza publicada en "La Química en El Colegio Nacional", H. Jaimes, Junio de 2018.
http://colnal.mx/members/eusebio-juaristi/quimica
Semblanza publicada en la Revista "Quimiofilia", Número Especial, AMQO-XV, páginas 48-50, Abril 2019.
Apoyo económico para el desarrollo del proyecto A1-S-44097 "Aplicación de α- y β-Aminoácidos en Química Sustentable. Organocatálisis Asimétrica en Ausencia de Disolvente", CONACYT, Convocatoria de Investigación Científica Básica, abril de 2019.
Seleccionado como "Edward Laroque Tinker Visiting Professor" en la Universidad de Stanford, California, marzo-junio de 2020.
Nombrado ganador del "Premio Heberto Castillo, Por una Ciudad con Ciencia 2019", Secretaría de Educación, Ciencia, Tecnología e Innovación, Gobierno de la Ciudad de México, 3 de septiembre de 2019.

Análisis Conformacional

Destacan sus estudios del efecto anomérico [E. Juaristi y G. Cuevas, “The Anomeric Effect”, CRC Press: Boca Raton, Fl (1995)], de las contribuciones entálpicas y entrópicas en equilibrios conformacionales [vease, por ejemplo: E. Juaristi, V. Labastida y S. Antúnez, “Enthalpic and Entropic Contributions to the Conformational Free Energies..." Journal of Organic Chemistry, 65, 969-973 (2000)] y el análisis conformacional de anillos de seis miembros [E. Juaristi, ed., “Conformational Behavior of Six-Membred Rings”, VCH: New York (1995)].

E. Juaristi, G.A. Rosquete-Pina, M. Vázquez-Hernández y A.J. Mota, “Salt Effects on the Conformational Behavior of 5-Substituted 1,3-Dioxanes”, Pure & Appl. Chem., 75, 589-599 (2003).
J.S. Cruz-Sánchez y E. Juaristi, “Contrasting Conformational Behavior of 5-Methylsulfonyl-1,3-dioxane and -1,3-Dithiane in the Minimization of Steric and Electrostatic Interactions”, Tetrahedron Lett., 43, 9369-9372 (2002).
M. Vázquez-Hernández, G. Rosquete-Pina y E. Juaristi, “Salt Effects on the Conformational Behavior of 5-Carboxy- and 5-Hydroxy-1,3-Dioxane”, J. Org. Chem., 69, 9063-9072 (2004).
M. Sosa-Rivadeneyra, L. Quintero, C. Anaya de Parrodi, E. Juaristi y S. Bernés, “N,N’-bis[(R)-2-Hydroxy-2-phenylethyl]-N,N’bis[(S)-1-phenylethyl]pyridine-2,6-dicarboxamide. Stabilization of an Asymmetric Conformer Through the Formation of a Double Intramolecular Hydrogen Bond”, Acta Cryst. Sect. E, 61, 536-538 (2005).
M. Hernández-Rodríguez y E. Juaristi, “Synthesis and Conformational Análisis of Chiral Ureas Incorporating N-1-Phenylethyl Groups. Manifestation of Allylic 1,3-Strain”, J. Phys. Org. Chem., 18, 792-799 (2005).
G. Huelgas, S. Bernés, M. Sánchez, L. Quintero, E. Juaristi, C. Anaya de Parrodi y P. J. Walsh, "Síntesis and Dynamics of Atropisomeric (S)-N-(α-Phenylelthyl)benzamides", Tetrahedron, 63, 12655-12664 (2007).
E. Juaristi, "Introducción a la Estereoquímica y al Análisis Conformacional", 1000 ejemplares, El Colegio Nacional: México, 2007. ISBN: 970-640-333-7.
E. Juaristi y Y. Bandala, “Anomeric Effect in Saturated Heterocyclic Ring Systems”, en “Advances in Heterocyclic Chemistry”, A.R. Katritzky, Editor, Elsevier: Amsterdam (2012), Vol. 105, p. 189-222
E. Jiménez-González, C.G. Avila-Ortiz, R. González-Olvera, J. Vargas-Caporali, G. Dewynter y E. Juaristi, “Synthesis in Solution of Novel Seven-Membered Cyclic Dipeptides Containing - and -Amino Acids”, Tetrahedron, 68, 9842-9852 (2012).
E. Juaristi y Y. Bandala, “Anomeric Effect in Saturated Heterocyclic Ring Systems”, en “Advances in Heterocyclic Chemistry”, A.R. Katritzky, Editor, Elsevier: Amsterdam (2012), Vol. 105, p. 189-222.
E. Juaristi, “Looking for Treasure in Stereochemistry-Land. A Path Marked by Curiosity, Obstinacy and Serendipity”, J. Org. Chem. (Perspective), 77, 4861-4884 (2012).
E. Juaristi y R. Notario, “Computational Reexamination of the Eclipsed Conformation in cis-2-tert-Butyl-5-(tert-butylsulfonyl)-1,3dioxane”, Struct. Chem., 24, 1855-1862 (2013).
E. Juaristi, “Obras 5. Análisis Conformacional y Modelado Molecular”, El Colegio Nacional: México (2014). ISBN: 978-607-724-083-9
E. Juaristi y R. Notario, “Theoretical Examination of the S-C-P Anomeric Effect”, J. Org. Chem., 80, 2879-2883 (2015)
R. De Marco, A. Tolomelli, E. Juaristi y L. Gentilucci, "Integrin Ligands with α/β-Hybrid Peptide Structure: Design, Bioactivity and Conformational Aspects", Medicinal Research Reviews, 36, 389-424 (2016).
E. Juaristi, G. Gomes, A. Terent'ev, R. Notario y I. Alabugin, "Stereoelectronic Interactions as a Probe for the Existence of the Intramolecular α-Effect", J. Am. Chem. Soc., 139, 10799-10813 (2017).
E. Juaristi y R. Notario, "Stereoelectronic Interactions Exhibited by ¹J_C-H One- Bond Coupling Constants and Examination of the Possible Existence of the Intramolecular α-Effect in Six-Membered Oxygen-Containing Heterocycles", J. Org. Chem., 83, 3293-3298 (2018).

Diseño de Organocatalizadores Quirales

Pionero en México en la síntesis de nuevos organocatalizadores quirales, así como su aplicación en síntesis asimétrica. Algunas publicaciones representativas son:

F. García-Flores, L.S. Flores-Michel y E. Juaristi, “Asymmetric Allylation of Benzoyl-hydrazones Promoted by Novel C2-Symmetric Bis-Sulfoxide Organocatalysts”, Tetrahedron Lett., 47, 8235-8238 (2006).
Y. Liu, R. Melgar-Fernández y E. Juaristi, “Enantioselective Amination of -Phenyl -Cyanoacetate Catalyzed by Chiral Amines Incorporating the -Phenylethyl Auxiliary”, J. Org. Chem., 72, 1522-1525 (2007).
R. González-Olvera, P. Demare, I. Regla y E. Juaristi, “Application of (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane Derivatives in Asymmetric Organocatlysis: the Biginelli Reaction”, Arkivoc, Número Especial de Homenaje al Prof. Torbjorn Norin, vi, 61-72 (2008).
M. Hernández-Rodríguez, C.G. Avila-Ortiz, J. Martín del Campo, D. Hernández-Romero, M.J. Rosales-Hoz y E. Juaristi, “Synthesis of Novel Chiral (Thio) Ureas and their Application as Organocatalysts in Asymmetric Synthesis”, Australian J. Chem., 61, 364-375 (2008).
J.L. Olivares-Romero y E. Juaristi, “Synthesis of Two Novel Chiral Diamines Derived from (S)-Proline and their Evaluation as Precursors of Diazaborolidines for the Catalytic Borane-Mediated Enantioselective Reduction of Prochiral Ketones”, Tetrahedron, 64, 9992-9998 (2008).
E. Juaristi, “Organocatalizadores Quirales ysu Aplicación en Síntesis Asimétrica”, Educación Química, 22, 12-14 (2011).
J.G. Hernández, Víctor García-López y E.Juaristi, “Solvent-Free Asymmetric AldolReaction Organocatalyzed by (S)-Proline-containingThiodipeptides under Ball-Milling Conditions”, Tetrahedron, 68, 92-97 (2012).
J.G. Hernández y E. Juaristi, “Recent Efforts Directed to the Development of More Sustainable Asymmetric Organocatalysis”, Chem. Commun., (Feature Article), 48, 5396-5409 (2012).
Vega-Peñaloza, O. Sánchez-Antonio, M. Escudero-Casao, G. Tasnádi, F. Fulop y E. Juaristi, “Stereoselective Synthesis of Chiral Pyrrolidine Derivatives of (+)--Pinene Containing a -Amino Acid Moiety”, Synthesis, 45, 2458-2468 (2013).
Vega-Peñaloza, O Sánchez-Antonio, C.G. Avila-Ortiz, M. Escudero-Casao y E. Juaristi, “An Alternative Synthesis of Chiral (S)-Proline Derivatives Containing a Thiohydantoin Moiety and Their Application in the Asymmetric Michael Addition Reaction Under Solvent-Free Conditions”, Asian J. Org. Chem., 3, 487-496 (2014).
C.G. Avila-Ortiz, M. López-Ortiz, A. Vega-Peñaloza, I. Regla y E. Juaristi, "Use of (R)-Mandelic Acid as Chiral Co-Catalyst in the Michael Addition Reaction Organocatalyzed by (1S,4S)-2-Tosyl-2,5-diazabicyclo[2.2.1]heptane under Solvent-Free Conditions", Asymmetric Catalysis, Topical Issue on Organocatalysis, 2, 37-44 (2015).
E. Machuca, G. Granados, B. Hinojosa y E. Juaristi, "Synthesis and Evaluation of (S)-Proline-Containing Dipeptidic Organocatalysts Bound to MBHA Resin in Asymmetric Aldol Reactions", Tetrahedron Lett., 56, 6047-6051 (2015).
G. Reyes-Ragel, J. Vargas-Caporali y E. Juaristi, "In Search of Diamine Analogs of the ,-Diphenylprolinol Priviledged Chiral Organocatalyst. Synthesis of Diamine Derivatives of ,-Diphenyl-(S)-prolinol and Their Application as Organocatalysts in the Asymmetric Michael and Mannnich Reactions", Tetrahedron, 72, 379-391 (2016).
G. Reyes-Rangel, J. Vargas-Caporali y E. Juaristi, "In Search of Diamine Analogs of the α,α Diphenylprolinol Privileged Chiral Organocatalyst. Synthesis of Diamine Derivatives of α,α-Diphenyl-(S)-prolinol and their Application as Organocatalysts in the Asymmetric Michael and Mannich Reactions”, Tetrahedron, 72, 379-391 (2016).
A. Obregón-Zúñiga, M. Milán y E. Juaristi, "Improving the Catalytic Performance of (S)-Proline as Organocatalyst in Asymmetric Aldol Reactions in the Presence of Solvate Ionic Liquids. Involvement of a Supramolecular Aggregate", Org. Lett., 19, 1108-1111 (2017).
G. Reyes-Rangel, J. Vargas-Caporali y E. Juaristi, "Asymmetric Michael Addition Reaction Organocatalyzed by Stereoisomeric Pyrrolidine Sulfinamides under Neat Conditions. A Brief Study on Self-Disproportionation of Enantiomers", Tetrahedron, 73, 4707-4718 (2017).
A. Obregón-Zúñiga, M. Guerrero-Robles y E. Juaristi, "Chiral Imidazolium Ionic Liquids Derived from (S)-Prolinamine as Organocatalysts in the Asymmetric Michael Reaction and Michael-Aldol Cascade Reaction under Solvent-Free Conditions", Eur. J. Org. Chem., 2692-2697 (2017).
A. Obregón-Zúñiga y E. Juaristi, “(2S,4R)-Hyp-(S)-Phe-OMe Dipeptide Supported on Imidazolium Tagged Molecules as Recoverable Organocatalysts for Asymmetric Aldol Reactions Using Water as Reaction Medium", Tetrahedron, 73, 5373-5380 (2017).
C. G. Avila-Ortiz, L. Díaz-Corona, E. Jiménez-González y E. Juaristi, "Asymmetric Michael Addition Orgnocatalyzed by α,β-Dipeptides Under Solvent-Free Reaction Conditions", Molecules, 22, 1328-1342 (2017).
J. Vargas-Caporali y E. Juaristi, "The Diamino Analogs of Privileged Corey-Bakshi-Shibata and Jorgensen-Hayashi Catalysts. A Comparison of Their Performance", Synthesis, 48, 3890-3906 (2016).
Vargas-Caporali y E. Juaristi, "Determination of Enantioselectivities by Means of Chiral Stationary Phase HPLC in Order to Identify Effective Proline-Derived Organocatalysts", J. Brazilian Chem. Soc., 29, 896-915 (2018).
C. Cruz-Hernández, P.E. Hernández-González y E. Juaristi, "Proline-Glycine Dipeptidic Derivatives of Chiral Phosphoramides as Organocatlysts for the Enantiodivergent Aldol Reaction of Arylaldehydes and Isatins with Cyclohexanone in the Presence of Water", Synthesis, 50, 3445-3459 (2018).
C. Cruz-Hernández, E. Martínez-Martínez, P.E. Hernández-González y E. Juaristi, "Synthesis of a New N-Chiral Diamino-phosphoryl-N'-[(2S)-2-pyrrolidinylmethyl]-thiourea as an Organocatalyst for the Stereoselective Michael Addition of Cyclohexanone to Nitrostyrenes and Chalcones-Applications in Cascade Processes for the Synthesis of Polycyclic Systems", Eur. J. Org. Chem., 2018, 6890-6900 (2018).
J.M. Landeros, L. Suchy, C.G. Avila-Ortiz, N. Maulide y E. Juaristi, "Dendrimeric α,β-Dipeptidic Conjugates as Organocatalysts in Asymmetric Michael Addition Reaction of Isobutyraldehyde to N-Phenyl-Maleimides", Monatsch. Chem., 150, 777-788 (2019).
C. Cruz-Hernández, J.M. Landeros y E. Juaristi, "Multifunctional Phosphoramide-(S)-prolinamide Derivatives as Efficient Organocatalysts in Asymmetric Aldol and Michael Reactions", New J. Chem., 43, 5455-5465 (2019).
O. Sánchez-Antonio y E. Juaristi, "Synthesis of a New Chiral Organocatalyst Derived from (S)-Proline Containing a 1,2,4-Triazolyl Moiety and Its Application in the Asymmetric Aldol Reaction. Effect of Water", Tetrahedron Lett., 60, 151128 (2019).

Estereoquímica

Pionero en México del desarrollo de la síntesis asimétrica. Publicaciones representativas:

E. Juaristi, ed., “Enantioselective Synthesis of b-Amino Acids”, Wiley-VCH: New York, 1997,
E. Juaristi y H. López-Ruiz, “Recent Advances in the Enantioselective Synthesis of b-Amino Acids”, Current Medicinal Chemistry, 6, 983-1004 (1999),
“Recent Applications of a-Phenylethylamine in the Preparation of Enantiopure Compounds”, Tetrahedron: Asymmetry, 10, 2441-2495 (1999).
G. Cuevas y E. Juaristi, “Manifestation of Stereoelectronic Effects on the Calculated C-H Bond Lengths and Coupling Constants in Cyclohexane, Six-Membered Heterocycles, and Cyclohexanone Derivatives”, J. Am. Chem. Soc., 124, 13088-13096 (2002).
O. Muñoz-Muñiz, M. Quintanar-Audelo y E. Juaristi, “Reexamination of CeCl3 and InCl3 as Activators in the Diastereoselective Mukaiyama Aldol Reaction in Aqueous Media”, J. Org. Chem., 68, 1622-1625 (2003).
E. Juaristi, “Quiralidad: Izquierda y Derecha en Química”, Ciencia, 56, 43-54 (2005).
M. Hernández-Rodríguez y E. Juaristi, "Structurally Simple Chiral Thioureas as Chiral Solvating Agents in the Enantiodiscrimination of Carboxylic Acids", Tetrahedron, 63, 7673-7678 (2007).
G. Huelgas, S. Bernés, M. Sánchez, L. Quintero, E. Juaristi, C. Anaya de Parrodi y P. J. Walsh, "Síntesis and Dynamics of Atropisomeric (S)-N-(α-Phenylelthyl)benzamides", Tetrahedron, 63, 12655-12664 (2007).
E. Juaristi, "Introducción a la Estereoquímica y al Análisis Conformacional", 1000 ejemplares, El Colegio Nacional: México, 2007. ISBN: 970-640-333-7.
Y. Liu, R. Melgar-Fernández y E. Juaristi,“Enantioselective Amination of -Phenyl -Cyanoacetate Catalyzed by Chiral Amines Incorporating the -Phenylethyl Auxiliary”, J. Org. Chem., 72, 1522-1525 (2007).
E. Forró, L. Schoenstein, L. Kiss, A. Vega-Peñaloza, E. Juaristi y F. Fulop, “Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated -Amino Ester Stereoisomers”, Molecules, 15, 3998-4010 (2010)
J.G. Hernández y E. Juaristi, “Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-Containing Dipeptides: Improved Stereoinduction under Solvent-Free Conditions”, J. Org. Chem., 76, 1464-1467 (2011).
E. Juaristi y H. Stefani, “Introducão a Estereoquímica e a Analíse Conformacional”, Bookman Companhia Editora: Porto Alegre, Brasil (2012). ISBN 978-85-7780-966-0.
E. Juaristi, “Moléculas Quirales en el Espacio y Homoquirales en la Tierra”, en “La Química y el Universo”, L.F. Rodríguez, Editor, El Colegio Nacional: México (2012); pp. 103-128.
E. Juaristi, “Looking for Treasure in Stereochemistry-Land. A Path Marked by Curiosity, Obstinacy and Serendipity”, J. Org. Chem. Perspective, 77, 4861-4884 (2012).
A. Vega-Peñaloza, O. Sánchez-Antonio, M. Escudero-Casao, G. Tasnádi, F. Fulop y E. Juaristi, “Stereoselective Synthesis of Chiral Pyrrolidine Derivatives of (+)--Pinene Containing a -Amino Acid Moiety”, Synthesis, 45, 2458-2468 (2013).
M. Escudero-Casao, A. Vega-Peñaloza y E. Juaristi, “Enantiopure 1,2,3-Triazo-Lyl- -amino Acids via Click Cycloaddition Reaction on Racemic Alkynyl Precursors Followed by Separation of Stereoisomers”, Curr. Topics Med. Chem., 14, 1257-1270 (2014)
E. Juaristi y C.G. Avila-Ortiz, “Síntesis Asimétrica de - y -Aminoácidos. Acercando a la Química con la Biología y la Medicina”, en “Proteínas, en la Intersección entre las Matemáticas, la Física, la Química y la Biología”, S. Gitler, E. Juaristi, L.F. Lara y A. Ortega, coordinadores, El Colegio Nacional: México (2015); pp 13-44.
G. Reyes-Rangel, J. Vargas-Caporali y E. Juaristi, "Asymmetric Michael Addition Reaction Organocatalyzed by Stereoisomeric Pyrrolidine Sulfinamides Under Neat Conditions. A Brief Study on Self-Disproportionation of Enantiomers", Tetrahedron, 73, 4707-4718 (2017).
M. Pérez-Venegas, G. Reyes-Rangel, A. Neri, J. Escalante y E. Juaristi, "Mechanochemical Enzymatic Resolution of N-Benzylated-β³-Amino Esters", Beilstein J. Org. Chem., 13, 1728-1734 (2017).
E. Juaristi y C.G. Avila-Ortiz, "Síntesis Asimétrica de α- y β-Aminoácidos. Acercando a la Química con la Biología y la Medicina", en "Proteínas, en la Intersección entre las Matemáticas, la Física, la Química y la Biología", S. Gitler, E. Juaristi, L. F. Lara y A. Ortega, Coordinadores, El Colegio Nacional: México (2015); pp 13-44.
J. Vargas-Caporali y E. Juaristi, "The Development of Chiral Phase Chromatography in Connection with the Enantioselective Synthesis of β-Amino Acids", Isr. J. Chem., 57, 896-912 (2017).
J. Vargas-Caporali, A. van der Lee, G. Dewynter y E. Juaristi, "Synthesis of Diastereomeric Pyrrolidine Sulfamides via Anchimerically Assisted Nucleophilic Substitution and Reaction", Lett. Org. Chem., 15, 352-358 (2018).
C. Cruz-Hernández, P.E. Hernández-González y E. Juaristi, "Proline-Glycine Dipeptidic Derivatives of Chiral Phosphoramides as Organocatlysts for the Enantiodivergent Aldol Reaction of Arylaldehydes and Isatins with Cyclohexanone in the Presence of Water", Synthesis, 50, 3445-3459 (2018).
C. Cruz-Hernández, E. Martínez-Martínez, P.E. Hernández-González y E. Juaristi, "Synthesis of a New N-Chiral Diamino-phosphoryl-N'-[(2S)-2-pyrrolidinylmethyl]-thiourea as an Organocatalyst for the Stereoselective Michael Addition of Cyclohexanone to Nitrostyrenes and Chalcones-Applications in Cascade Processes for the Synthesis of Polycyclic Systems", Eur. J. Org. Chem., 2018, 6890-6900 (2018).
J.M. Landeros, L. Suchy, C.G. Avila-Ortiz, N. Maulide y E. Juaristi, "Dendrimeric α,β-Dipeptidic Conjugates as Organocatalysts in Asymmetric Michael Addition Reaction of Isobutyraldehyde to N-Phenyl-Maleimides", Monatsch. Chem., 150, 777-788 (2019).
C. Cruz-Hernández, J.M. Landeros y E. Juaristi, "Multifunctional Phosphoramide-(S)-prolinamide Derivatives as Efficient Organocatalysts in Asymmetric Aldol and Michael Reactions", New J. Chem., 43, 5455-5465 (2019).
O. Sánchez-Antonio y E. Juaristi, "Synthesis of a New Chiral Organocatalyst Derived from (S)-Proline Containing a 1,2,4-Triazolyl Moiety and Its Application in the Asymmetric Aldol Reaction. Effect of Water", Tetrahedron Lett., 60, 151128 (2019).

Fisicoquímica Orgánica

Al iniciar en México el área de la fisicoquímica orgánica con énfasis en el análisis conformacional, el Dr. Juaristi ha desarrollado una línea de investigación hasta entonces ausente en nuestro país. A nivel docente, destacan sus libros:

E. Juaristi, “Introducción a la Estereoquímica y al Análisis Conformacional”, Minal: México, 1989 y 1998,
E. Juaristi, “Fisicoquímica Orgánica”, Minal: México, 1989 y 1998,
E. Juaristi, “Introduction to Stereochemistry and Conformational Analysis”, Wiley: New York, 1991 y 2000.
O. Muñoz-Muñiz y E. Juaristi, “Computational Determination of the Enthalpic and Entropic Contributions to the Conformational Preference of Monosubstituted Cyclohexanes. Molecular Mechanics, Semiempirical, Density Functional Theory Methods, and Ab Initio Calculations”, J. Phys. Org. Chem., 15, 808-819 (2002).
G. Cuevas y E. Juaristi, “Manifestation of Stereoelectronic Effects on the Calculated Carbon-Hydrogen Bond Lengths and 1JC-H NMR Coupling Constants in Cyclohexane, Six-Membered Heterocycles, and Cyclohexanone Derivatives”, J. Am. Chem. Soc., 124, 13088-13096 (2002).
M.V. Roux, M. Temprado, P. Jiménez, J. Zeñón Dávalos, R. Notario, R. Guzmán-Mejía y E. Juaristi, “Calorimetric and Computational Study of Thiacyclohexane-1-oxide and 1,1-Dioxide (Thiane Sulfoxide and Thiane Sulfone). Enthalpies of Formation and the Energy of the S = O Bond”, J. Org. Chem., 68, 1762-1770 (2003).
M. Temprado, M.V. Roux, P. Jiménez, R. Guzmán-Mejía, E. Juaristi y J.S. Chicos, “Heat Capacities of Thiane Sulfones and Thiane Sulfoxide. Refining of Cp Group Values of Organosulfur Compounds and their Oxides”, Thermochimica Acta, aceptado.
J. Manríquez, E. Juaristi, O. Muñoz-Muñiz y L.A. Godínez, “QCM Study of the Aggregation of Starburst PAMAM Dendrimers on the Surface of Bare and Thiol-Modifies Gold Electrodes”, Langmuir, 19, 7315-7323 (2003).
M.V. Roux, M. Temprado, P. Jiménez, R. Notario, R. Guzmán-Mejía y E.Juaristi,“Calorimetric and Computational Study of 1,3-Dithiacyclohexane 1,1-Dioxide (1,3-Dithiane Sulfone)”, J. Org. Chem., 69, 1670-1675 (2004).
M.A. Iglesias-Arteaga, E. Juaristi y F. González, “An Electrochemical Interpretation of the Mechanism of the Chemical Decarboxylation of 6-Carboxy-perhydropyrimidin-4-ones”, Tetrahedron, 60, 3605-3610 (2004).
M. Vázquez-Hernández, G. Rosquete-Pina y E. Juaristi, “Salt Effects on the Conformational Behavior of 5-Carboxy- and 5-Hydroxy-1,3-Dioxane”, J. Org. Chem., 69, 9063-9072 (2004).
E. Juaristi, R. Notario y M.V. Roux, “Calorimetric and Computational Study of Sulfur-Containing Six-Membered Rings”, Chem. Soc. Rev., 34, 347-354 (2005).
M. Temprado, M. V. Roux, P. Jiménez, R. Guzmán-Mejía y E. Juaristi, "Thermophysical Study by DSC of Some Sulfur Heterocyclic Compounds: Thiane and Thiophene Derivatives", Thermochim. Acta, 441, 20-26 (2006).
M. V. Roux, M. Temprado, P. Jiménez, R. Notario, R. Guzmán- Mejía y E. Juaristi, "Calorimetric and Computational Study of 1,4-Dithiacyclohexane 1,1-Dioxide (1,4-Dithiane Sulfone)", J. Org. Chem., 71, 2581-2586 (2006).
E. Bustos Bustos, M.G. García Jiménez, B.R. Díaz-Sánchez, E. Juaristi y L.A. Godínez, "Determination of Dopamine in Real Simples by Liquid Chromatography with Spectrometric Detection Ensambled to Electrochemical Detection Using Covalent Modified Glassy Carbon Electrodes with Composites of Starburst PAMAM Dendrimers and Metal Nanoparticles", Talanta, 72, 1586-1592 (2007).
E. Navarro, F.J. González, P.D. Astudillo, M. Vázquez-Hernández, M. Hernández-Rodríguez y E. Juaristi, "The Role of Alkali and Alkaline Earth Metal Ions on the Hydrolysis of 2-Ferrocenyl-1,3-dioxane in Acetonitrile Solutions", Polish J. Chem., 81, 921-930 (2007).
G. Huelgas, S. Bernés, M. Sánchez, L. Quintero, E. Juaristi, C. Anaya de Parrodi y P. J. Walsh, "Synthesis and Dynamics of Atropisomeric (S)-N-(α-Phenylelthyl)benzamides", Tetrahedron, 63, 12655-12664 (2007).
E. Juaristi y G. Cuevas, "Manifestations of Stereoelectronic Interactions in 1JC-H One Bond Coupling Constants", Acc. Chem. Res., 40, 961-970 (2007).
E. Bustos Bustos, G. Reyes-Rangel, B.R. Díaz-Sánchez, J. Manríquez Rocha, E. Juaristi, T.W. Chapman y L.A. Godínez, “Minimization of Lateral Repulsive Interactions Between -Cyclodextrine Adsorbed on the Ferrocene-PAMAM Dendrimers Modified Electrodes” , J. Braz. Chem. Soc., 19, 1010-1016 (2008).
Y. Bandala, I.A. Rivero, T. González, J. Aviña, y E. Juaristi,“Solid Phase Synthesis of Novel / -Tetrapeptides and Electrospray Ionization Mass Spectrometric Evaluation of Their Metal Cation Complexation Behavior”, J. Phys. Org. Chem., 21, 349-358 (2008).
E. Bustos, L.A. Godínez, G. Reyes-Rangel y E. Juaristi, “Chiral Recognition of Alanine across Modified Carbon Electrodes with 3,4-Dihydroxyphenylalanine”, Electrochim. Acta, 54, 6445-6450 (2009).
M.V. Roux, C. Foces-Foces, R. Notario, M.A.V. Ribeiro da Silva, M.d.D.M.C. Ribeiro da Silva, A.F.L.O.M. Santos y E. Juaristi, “Thermochemical Study of L-Cysteine, L-Cystine and L-Cysteine Radicals. S-S, S-H, and C-S Bond Dissociation Enthalpies”, J. Phys. Chem. A., 114, 10530-10540 (2010).
R. Notario, M.V. Roux, C. Foces-Foces, M.A.V. Ribeiro da Silva, M.d.D.M.C. Ribeiro da Silva, A.F.L.O.M. Santos, R. Guzmán-Mejía y E. Juaristi, “Experimental and Computational Thermochemical Study of N-Benzyl-.alanine and N-Benzyl--alanine”, J. Phys. Chem., 115, 9401-9409 (2011).
I. Robles, M.G. García, S. Solís, G. Hernández, Y. Bandala, E. Juaristi y E. Bustos, “Electroremediation of Mercury-Polluted Soil Facilitated by Complexing Agents”, Int. J. Electrochem. Sci., 7, 2276-2287 (2012).
E. Juaristi, “The Best of Physical Organic Chemistry in Riviera Maya, México, November 20-24, 2011”, J. Phys. Org. Chem., 25, 892-893 (2012).
E. Juaristi, “Obras 3, Fisicoquímica Orgánica”, El Colegio Nacional: México (2013), ISBN 978-607-724-063-1.
E. Juaristi y R. Notario, “Theoretical Examination of the S-C-P Anomeric Effect”, J. Org. Chem., 80, 2879-2883 (2015).
E. Juaristi y R. Notario, "Theoretical Evidence for the Relevance of n(F) → σ*(C–X) (X = H, C, O, S) Stereoelectronic Interactions", J. Org. Chem., 81, 1192-1197 (2016).
E. Juaristi, G. Gomes, A. Terent'ev, R. Notario y I. Alabugin, "Stereoelectronic Interactions as a Probe for the Existence of the Intramolecular α-Effect", J. Am. Chem. Soc., 139, 10799-10813 (2017).
Z. Wang (Editor) y U. Wille, E. Juaristi (Editores Asociados), "Encyclopedia of Physical Organic Chemistry", Wiley: New York (2017). ISBN: 978-1-118-47045-9.
E. Juaristi y R. Notario, "Theoretical Evidence for the Relevance of n(S)→σ*(C–P), σ(C–S) → σ*(C–P), and n(F) → σ*(C–X) (X = H, C, O, S) Stereoelectronic Interactions", en "Stereochemistry and Global Connectivity: The Legacy of Ernest Eliel", H.N. Cheng, Editor, ACS Symposium Series, Volumén 1258, American Chemical Society: Washington, D.C., 2017, Chapter 1, pp. 3-18.
R. Notario, J.Z. Dávalos, R. Guzmán-Mejía y E. Juaristi, "Gas-Phase Acidities and Basicities of Alanines and N-Benzyl-Alanines by the Extended Kinetic Method", J. Phys. Chem. A, 122, 383-389 (2018).
Ernest Eliel", H.N. Cheng, Editor, ACS Symposium Series, Volumén 1258, American Chemical Society: Washington, D.C., 2017, Chapter 1, pp. 3-18.
E. Juaristi y R. Notario, "Stereoelectronic Interactions Exhibited by 1JC-H One-Bond Coupling Constants and Examination of the Possible Existence of the Intramolecular α-Effect in Six-Membered Oxygen-Containing Heterocycles", J. Org. Chem., 83, 3293-3298 (2018).

Modelado Molecular

Muchos de los trabajos experimentales en el grupo de investigación del Dr. Juaristi se apoyan o complementan con estudios de modelado molecular, que permiten explicar los resultados observados o ayudan a proponer mecanismos de reacción. Ejemplos recientes:

E. Juaristi, “Stable Eclipsed Conformations”, en Encyclopedia of Computational Chemistry, Wiley: New York, 1998.
G. Cuevas, E. Juaristi y A. Vela, “Application of the DFT Method for the Calculation of Coupling Constants”, J. Phys. Chem., 103, 932-937 (1999).
J. Escalante, M.A. González-Tototzin, J. Aviña, O. Múñoz-Múñiz y E. Juaristi, Tetrahedron, 57, 1883-1890 (2001).
V.M. Gutiérrez, G. Reyes, O. Muñoz y E. Juaristi, “Diastereoselective Alkylation of Dianions Derived from Chiral Analogs of b-Aminopropionic Acid”, Helv. Chim. Acta, 85, 4189-4199 (2002)
M. Sosa-Rivadeneyra, O. Muñoz-Muñiz, C. Anaya de Parrodi, L. Quintero-Cortés y E. Juaristi, “Molecular Modelling of Salt (Lithium Chloride) Effects on the Enantiosslectivity of Diethylzinc Addition to Benzaldehyde in the Presence of Chiral b-Aminoalcohols”, J. Org. Chem., 68, 2369-2375 (2003).
K. Martínez-Mayorga, E. Juaristi y G. Cuevas, “Manifestation of Stereoelectronic Effects on the Calculated Carbon-Hydrogen Bond Lengths and One Bond 1JC-H NMR Coupling Constants Relative Aceptor Ability of the Carbonyl (C=O), Thiocarbonyl (C=S), and Methyledene (C=CH2) Groups Towards C-H Donor Bonds”, J. Org. Chem., 69, 7266-7276 (2004).
E. Juaristi, R. Notario y M.V. Roux, “Calorimetric and Computational Study of Sulfur-Containing Six-Membered Rings”, Chem. Soc. Rev., 34, 347-354 (2005).
R. Notario, M.V. Roux, G. Cuevas, J. Cárdenas, V. Leyva y E. Juaristi, "Computational Study of 1,3-Dithiane 1,1-Dioxide (1,3-Dithiane Sulfone). Rigorous Description of the Inversion Process and Manifestation of Stereoelectronic Effects on 1JC-H Coupling", Chem. Phys. Chem., 110, 7703-7712 (2006).
M.V. Roux, M. Temprado, P. Jiménez, R. Notario, R. Guzmán-Mejía y E. Juaristi, "Calorimetric and Computational Study of 1,3- and 1,4-Oxathiane Sulfones", J. Org. Chem., 72, 1143-1147 (2007).
E. Juaristi y G. Cuevas, “Manifestations of Stereoelectronic Interactions in 1JC-H One Bond Coupling Constants”, Acc. Chem. Res., 40, 961-970 (2007).
M.A.V.R. da Silva, M.d.D.M.C.R. da Silva, A.F.L.O.M. Santos, M.V. Roux, C. Foces-Foces, R. Notario, S.P. Verevkin, V.N. Emel?yanenko, R. Guzmán-Mejía y E. Juaristi, “Experimental and Computational Thermochemical Study of -Alanine (DL) and -Alanine”, J. Phys. Chem. B., 114, 16471-16480 (2010).
E. Juaristi y R. Notario, “Computational Reexamination of the Eclipsed Conformation in cis-2-tert-Butyl-5-(tert-butylsulfonyl)-1,3dioxane”, Struct. Chem., 24, 1855-1862 (2013).
E. Juaristi, “Obras 5. Análisis Conformacional y Modelado Molecular?, El Colegio Nacional: México (2014). ISBN: 978-607-724-083-9
E. Juaristi y R. Notario, “Theoretical Examination of the S-C-P Anomeric Effect?, J. Org. Chem., 80, 2879-2883 (2015).
E. Juaristi y R. Notario, "Theoretical Evidence for the Relevance of n(F)→ σ*(C–X) (X = H, C, O, S) Stereoelectronic Interactions", J. Org. Chem., 81, 1192-1197 (2016).
E. Juaristi, G. Gomes, A. Terent'ev, R. Notario y I. Alabugin, "Stereoelectronic Interactions as a Probe for the Existence of the Intramolecular α-Effect", J. Am. Chem. Soc., 139, 10799-10813 (2017).
E. Juaristi y R. Notario, "Theoretical Evidence for the Relevance of n(S)→σ*(C–P), σ(C–S) → σ*(C–P), and n(F) → σ*(C–X) (X = H, C, O, S) Stereoelectronic Interactions", en "Stereochemistry and Global Connectivity: The Legacy of Ernest Eliel", H.N. Cheng, Editor, ACS Symposium Series, Volumen 1258, American Chemical Society: Washington, D.C., 2017, Chapter 1, pp. 3-18.
E. Juaristi y R. Notario, "Density Functional Theory Computation Reexamination of the Anomeric Effect in 2-Methoxy- and 2-Cyano-1,3-dioxanes and 1,3-Dithianes. Novel Stereoelectronic Interactions Involving the Cyano (C≡N:) Group Revealed by Natural Bond Order (NBO) Analysis", J. Org. Chem., 83, 10326-10333 (2018).
E. Juaristi y R. Notario, "Stereoelectronic Interactions Exhibited by 1JC-H One-Bond Coupling Constants and Examination of the Possible Existence of the Intramolecular α-Effect in Six-Membered Oxygen-Containing Heterocycles", J. Org. Chem., 83, 3293-3298 (2018).

Química Heterocíclica

El grupo de investigación del Dr. Juaristi ha trabajado durante más de 20 años en el estudio conformational y en la aplicación en síntesis orgánica de compuestos heterocíclicos conteniendo azufre vease, por ejemplo:

E. Juaristi, “Conformational Analysis of Six-Membered, Sulfur-Containing Saturated Heterocycles”, Acc. Chem. Res., 22, 357-364 (1989).
E. Juaristi, “1-Benzoyl-2(S)-tert-butyl-3-methylpyrimidinone”, en Encyclopedia of Reagents for Organic Synthesis, L.A. Paquette, ed., Wiley: New York, en prensa.
E. Juaristi y M. Ordóñez, “Conformational Preference of the Sulfinyl Group in Six-Membered Heterocycles”, en Organosulfphur Chemistry, P. Page, ed., Academic Press: London, 1997].
E. Juaristi, “1-Benzoyl-2(S)-tert-butyl-3-methylperhydropyrimidine-4-one”, en Encyclopedia of Reagents for Organic Synthesis, L.A. Paquette, Ed., Wiley, 2002.
M.A. Iglesias-Arteaga, E. Castellanos y E. Juaristi, “Alternative Procedure for the Síntesis of Enantiopure 1-Benzoyl-2(S)-tert-butyl-3-methylperhydropyrimidin-4-one, a Useful Starting Material for the Enantioselective Synthesis of a-Substituted b-Amino Acids”, Tetrahedron: Asymmetry, 14, 577-580 (2003).
I. Linzaga, J. Escalante, M. Muñoz y E. Juaristi, “NMR and X-Ray Crystallographic Studies of Axial and Equatorial 2-Ethoxy-2-oxo-1,4,2-oxazaphosphinane Derivatives”, Tetrahedron, 58, 8973-8978 (2002).
M. Sosa-Rivadeneyra, L. Quintero, C. Anaya de Parrodi, S. Barnés, E. Castellanos y E. Juaristi, “Preparation and Diastereoselective Methylation of Enantiopure (S)-4-(1-Phenylethyl)-1,4-oxazin-2-ones”, Arkivoc (Número Especial dedicado a la Química Orgánica en México), 2003, 61-71 (2003).
M.V. Roux, M.Temprado, P. Jiménez, J.Z. Dávalos, R. Notario, L. Garrido, R. Guzmán-Mejía y E. Juaristi, “Thermochemistry of 1,3-Dithiacyclohexane 1-Oxide (1,3-Dithiane Sulfoxide): A Calorimetric and Computational Study”, J. Org. Chem., 69, 5454-5459 (2004).
A. Clara-Sosa, L. Pérez, M. Sánchez, R. Melgar-Fernández, E. Juaristi, L. Quintero y C. Anaya de Parrodi, “cis- and trans-N-(Benzylsulfinyl)hexa-hydrobenzoxazolidin-2-one as Novel Chiral Sulfinyl Transfer Reagents”, Tetrahedron, 60, 12147-12152 (2004).
E. Navarro, F.J. González, P.D. Astudillo, M. Vázquez-Hernández, M. Hernández-Rodríguez y E. Juaristi, "The Role of Alkali and Alkaline Earth Metal Ions on the Hydrolysis of 2-Ferrocenyl-1,3-dioxane in Acetonitrile Solutions", Polish J. Chem., 81, 921-930 (2007).
B.R. Díaz-Sánchez, M.A. Iglesias-Arteaga, R. Melgar-Fernández y E. Juaristi, "Synthesis of 2-Substituted-5-halo-2,3-dihydro-4(H)-pyrimidin-4-ones and Their Derivatization to Potential Precursors of α-Substituted β-Amino Acids Utilizing the Sonogashira Coupling Reaction", J. Org. Chem., 72, 4822-4825 (2007).
A. R. Sting, D. Seebach, R. Melgar-Fernández y E. Juaristi,"(R,R)-2-t-Butyl-5-methyl-1,3-dioxolan-4-one: Update", en Electronic Encyclopedia of Reagents for Organic Synthesis, D. Crich, Editor; Wiley: New York, (2007); pp. 1-12.
R. Melgar-Fernández, R.González-Olvera, J.L. Olivares-Romero, V.González-López, L. Romero-Ponce, M.Ramírez-Zárate, P. Demare, I. Regla y E.Juaristi “Synthesis of Novel Derivatives of(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane and theirEvaluation as Potential Ligands in AsymmetricCatalysis”, Eur. J. Org. Chem., 655-672 (2008).
R. González-Olvera, P. Demare, I. Regla y E. Juaristi, “Application of (1S,4S)-2,5-Diazabicyclo[2.2.1]heptaneDerivatives in Asymmetric Organocatalysis: theBiginelli Reaction”, Arkivoc, vi, 61-72 (2008).
J.L. Olivares-Romero y E. Juaristi,“Synthesis of Two Novel Chiral Diamines Derivedfrom (S)-Proline and their Evaluation as Precursors of Diazaborolidines for the CatalyticBorane-Mediated Enantioselective Reduction ofProchiral Ketones”, Tetrahedron, 64,9992-9998 (2008).
R. Melgar-Fernández, R. González-Olvera, J.Vargas-Caporali, R. Pérez-Isidoro y E. Juaristi,“Resolution of 5-Oxo-1-phenylpyrazolidine-3-carboxylicAcid and Synthesis of Novel Enantiopure AmideDerivatives”, Arkivoc, (viii), 55-75 (2010).
H.A. Stefani, M.F.Z.J. Amaral, F.V. Singh,G. Reyes-Rangel y E. Juaristi,“Functionalization of (2S)-Isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-onesvia Suzuki-Miyaura Cross-Coupling Reaction UsingAryltrifluoroborate Salts: ConvenientEnantioselective Preparation of -Substituted--AminoAcids”, Eur. J. Org. Chem., 6393-6403 (2010).
A. Tolomelli, G. Cardillo, L. Gentilucci, R. Juris, A. Viola y E. Juaristi, “Exploring the Reactivity of Alkyledene Malonamides: Synthesis of PolyfunctionalizedIsoxazolidinones, Aziridines, and Oxazolines”, Arkivoc, ν, 196-209(2012).
J. Vargas-Caporali, C. Cruz-Hernández, G. Dewynter y E. Juaristi,”Synthesis of Versatile Bifunctional Derivatives of Chiral Diamines Obtained ThroughAnchimerically Assisted Nucleophilic Substitution Reactions on diasteromeric Phenylprolinols”, Heterocycles, 86, 1275-1300 (2012).
A. Vega-Peñaloza, O. Sánchez-Antonio, M. Escudero-Casao, G. Tasnádi, F. Fulop y E. Juaristi, “Stereoselective Synthesis of Chiral Pyrrolidine Derivatives of (+)--Pinene Containing a -Amino Acid Moiety”, Synthesis, 45, 2458-2468 (2013).
Y. Bandala, G. Reyes-Rangel, A. Obregón-Zúñiga, C. Cruz-Hernández, G. Corzo y E. Juaristi, “trans-Hexahydrobenzoxazolidinones in the Enantioselective Synthesis of 2-Amino Acids Containing Proteinogenic Side Chains”, Eur. J. Org. Chem., 2275-2283 (2014).
E. Juaristi, “Obras 4. Síntesis Orgánica y Química Heterocíclica”, El Colegio Nacional: México (2014), ISBN 978-607-729-073-0
S. Kumar, C. Cruz, S. Pal, R.K. Saunthwal, E. Juaristi y A.K. Verma, “An Expedient Tandem Approach to Benzothieno and Benzofuro-pyridines from o-Alkynyl Aldehydes via Silver-Catalyzed 6-endo-dig Ring Closure”, J. Org. Chem., 80, 10548-10560 (2015).
L.A. Polindara-García y E. Juaristi, "Synthesis of Ugi-4CR and Passerini-3CR Adducts Under Mechanochemical Activation", Eur. J. Org. Chem., 2016, 1095-1102 (2016).
G. Reyes-Rangel, J. Vargas-Caporali y E. Juaristi, "Asymmetric Michael Addition Reaction Organocatalyzed by Stereoisomeric Pyrrolidine Sulfinamides Under Neat Conditions. A Brief Study on Self-Disproportionation of Enantiomers", Tetrahedron, 73, 4707-4718 (2017).
J. Vargas-Caporali y E. Juaristi, "Determination of Enantioselectivities by Mean of Chiral Stationary Phase HPLC in Order to Identify Effective Proline-Derived Organocatalysts", J. Brazilian Chem. Soc., 29, 896-915 (2018).
A. Espinoza-Vázquez, F.J. Rodríguez-Gómez, E. Juaristi, M. Escudero-Casao, D. Angeles-Beltrán, G.E. Negrón-Silva y M. Palomar-Pardavé, "Triazoles Derived from β-Amino Acids as Corrosion Inhibitors for AP1 5L X52 Steel Immersed in 1M HCl", Int. J. Electrochem. Sci., 13, 7517-7531 (2018).
J.M. Landeros, L. Suchy, C.G. Avila-Ortiz, N. Maulide y E. Juaristi, "Dendrimeric α,β-Dipeptidic Conjugates as Organocatalysts in Asymmetric Michael Addition Reaction of Isobutyraldehyde to N-Phenyl-Maleimides", Monatsch. Chem., 150, 777-788 (2019).
C. Cruz-Hernández, J.M. Landeros y E. Juaristi, "Multifunctional Phosphoramide-(S)-prolinamide Derivatives as Efficient Organocatalysts in Asymmetric Aldol and Michael Reactions", New J. Chem., 43, 5455-5465 (2019).
O. Sánchez-Antonio, R. González-Olvera, A. Aguilera-Cruz, A. Reyes-Ramírez y E. Juaristi, "Diastereoselective Synthesis of New Isoindolone-Derived Fused Heterocycles and Their Crystallographic Structures", Tetrahedron, 75, 130594 (2019).
L. Alvarez-Santamaría, E. Juaristi, A.B. Arroyo-Colín, J. Palma-Flores y J. Escalante, "Efficient Solvent-Free Preparation of Imines, and Their Subsequent Oxidation with m-CPBA to Afford Oxaziridines", Green and Sustainable Chem., 9, 143-154 (2019).
C. Cruz-Hernández, J.M. Landeros y E. Juaristi, "Synthesis of Diazaphosphol-2-oxides and Their Derivatives: Applications in Asymmetric Synthesis", en "Targets in Heterocyclic Systems", O.A. Attanasi, Editor, Italian Chemical Society, Volumen 23, Capítulo 16, pp 324-339 (2019).

Química Verde

J.G. Hernández y E. Juaristi, “A Green Synthesis of ,- and ,-Dipeptides under Solvent-Free Conditions”, J. Org. Chem., 75, 7107-7111 (2010).
J.G. Hernández y E. Juaristi, “Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-Containing Dipeptides: Improved Stereoinduction under Solvent-Free Conditions”, J. Org. Chem., 76, 1464-1467 (2011).
J.G. Hernández y E. Juaristi, “Efficient Ball-Mill Procedure in the “Green” Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-Containing Dipeptides in the Presence of Water”, Tetrahedron, 67, 6953-6959 (2011).
J.G. Hernández, Víctor García López y E. Juaristi, “Solvent-Free Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-containing Thiodipeptides under Ball-Milling Conditions”, Tetrahedron, 68, 92-97 (2012).
J.G. Hernández y E. Juaristi, “Recent Efforts Directed to the Development of More Sustainable Asymmetric Organocatalysis”, Chem. Commun., (Feature Article), 48, 5396-5409 (2012).
J.G. Hernández y E. Juaristi, “Reacciones Asimétricas Organocatalizadas en Ausencia de Disolvente: una Estrategia para Hacer mas “Verde” la Organocatálisis”, Educación Química, 24, 96-102 (2013).
A. Vega-Peñaloza, O Sánchez-Antonio, C.G. Avila-Ortiz, M. Escudero-Casao y E. Juaristi, “An Alternative Synthesis of Chiral (S)-Proline Derivatives Containing a Thiohydantoin Moiety and Their Application in the Asymmetric Michael Addition Reaction Under Solvent-Free Conditions”, Asian J. Org. Chem., 3, 487-496 (2014).
E. Machuca y E. Juaristi, “Asymmetric Organocatalytic Reactions Under Ball Milling”, en “Ball Milling Towards Green Synthesis: Applications, Projects, Challenges”, R. Brindaban y A. Stolle, Editors, Royal Society of Chemistry: Cambridge, UK, (2015); capítulo 4, pp. 81-95.
C.G. Avila-Ortiz, M. López-Ortiz, A. Vega-Peñaloza, I. Regla y E. Juaristi, "Use of (R)-Mandelic Acid as Chiral Co-Catalyst in the Michael Addition Reaction Organocatalyzed by (1S,4S)-2-Tosyl-2,5-diazabicyclo[2.2.1]heptane under Solvent-Free Conditions", Asymmetric Catalysis, Topical Issue on Organocatalysis, 2, 37-44 (2015).
L.A. Polindara-García y E. Juaristi, "Synthesis of Ugi-4CR and Passerini-3CR Adducts Under Mechanochemical Activation", Eur. J. Org. Chem., 1095-1102 (2016).
J.M. Landeros y E. Juaristi, "Mechanochemical Synthesis of Dipeptides Using Mg-Al Hydrotalcite as Catalyst Under Solvent-Free Reaction Conditions", Eur. J. Org. Chem., 687-694 (2017).
A. Obregón-Zúñiga, M. Guerrero-Robles y E. Juaristi, "Chiral Imidazolium Ionic Liquids Derived from (S)-Prolinamine as Organocatalysts in the Asymmetric Michael Reaction and Michael-Aldol Cascade Reaction under Solvent-Free Conditions", Eur. J. Org. Chem., 2692-2697 (2017).
A. Obregón-Zúñiga y E. Juaristi, “(2S,4R)-Hyp-(S)-Phe-OMe Dipeptide Supported on Imidazolium Tagged Molecules as Recoverable Organocatalysts for Asymmetric Aldol Reactions Using Water as Reaction Medium", Tetrahedron, 73, 5373-5380 (2017).
C. G. Avila-Ortiz, L. Díaz-Corona, E. Jiménez-González y E. Juaristi, "Asymmetric Michael Addition Organocatalyzed by α,β-Dipeptides Under Solvent-Free Reaction Conditions", Molecules, 22, 1328-1342 (2017).
A. Obregón Zúñiga y E. Juaristi, "Química Verde y sus Doce Principios: Rumbo a Procesos Sustentables", Conversus (Instituto Politécnico Nacional), No. 122, 4-5 (2016).
M. Pérez-Venegas y E. Juaristi, "Mechanoenzymatic Resolution of Racemic Chiral Amines, A Green Technique for the Synthesis of Pharmaceutical Building Blocks", Tetrahedron, 74, 6453-6458 (2018).
A. Fingerhut, J. Vargas-Caporali, M.A. Leyva-Ramírez, E. Juaristi y S.B. Tsogoeva, "Biominetic Non-Heme Iron(III) Catalyzed Epoxidation of Challenging Terminal Alkenes Using Aqueous H₂O₂ as an Environmentally Friendly Oxidant", Molecules, 24, 3182 (2019).
O. Sánchez-Antonio y E. Juaristi, "Synthesis of a New Chiral Organocatalyst Derived from (S)-Proline Containing a 1,2,4-Triazolyl Moiety and Its Application in the Asymmetric Aldol Reaction. Effect of Water", Tetrahedron Lett., 60, 151128 (2019).
L. Alvarez-Santamaría, E. Juaristi, A.B. Arroyo-Colín, J. Palma-Flores y J. Escalante, "Efficient Solvent-Free Preparation of Imines, and Their Subsequent Oxidation with m-CPBA to Afford Oxaziridines", Green and Sustainable Chem., 9, 143-154 (2019).
E. Juaristi, "Obras 8. Organocatálisis Asimétrica y Química Verde", El Colegio Nacional: México (2019). ISBN: 978-607-724-347-2.
C.G. Avila-Ortiz, M. Pérez-Venegas, J. Vargas Caporali y E. Juaristi, "Recent Applications of Mechanochemistry in Enantioselective Synthesis", Tetrahedron Lett. Digest, 60, 1749-1757 (2019).

Resonancia Magnética Nuclear

Principalmente sus aplicaciones en la determinación de la conformación preferida de compuestos heterocíclicos. Por ejemplo:

E. Juaristi, J. Guzmán, V.V. Kane y R.S. Glass, “1H and 13C NMR Studies of the Mono-S-oxides of 1,2-, 1,3-, and 1,4-Dithianes”, Tetrahedron, 40, 1477-1485 (1984).
B.M. Pinto, D.B. Johnston, R. Nagelkerke, E. Juaristi y E.A. González, “Determination of the Nitrogen Lone Pair Orientation of 5-methyl-5-aza-1,3-dithiacyclohexane”, Can. J. Chem., 67, 2067-2070 (1989).
E. Juaristi, G. Cuevas y A. Vela, “Stereoelectronic Interpretation for the Anomalous 1H NMR Chemical Shifts and One-Bond C-H Coupling Constants”, J. Am. Chem. Soc., 116, 5796-5804 (1994).
C. Anaya de Parrodi, G.E. Moreno, L. Quintero y E. Juaristi, “Application of Phosphorylated Reagents in the Determination of the Optical Purity of Chiral Alcohols”, Tetrahedron: Asymmetry, 9, 2093-2099 (1998).
I. Linzaga, J. Escalante, M. Muñoz y E. Juaristi, “NMR and X-Ray Crystallographic Studies of Axial and Equatorial 2-Ethoxy-2-oxo-1,4,2-oxazaphosphinane Derivatives”, Tetrahedron, 58, 8873 - 8978 (2002).
G. Cuevas y E. Juaristi, “Manifestation of Stereoelectronic Effects on the Calculated Carbon-Hydrogen Bond Lengths and 1JC-H NMR Coupling Constants in Cyclohexane, Six-Membered Heterocycles, and Cyclohexanone Derivatives”, J. Am. Chem. Soc., 124, 13088-13096 (2002).
I. Linzaga, J. Escalante, M. Muñoz y E. Juaristi, “NMR and X-Ray Crystallographic Studies of Axial and Equatorial 2-Ethoxy-2-oxo-1,4,2-oxazaphosphinane Derivatives”, Tetrahedron, 58, 8973-8978 (2002).
G.E. Moreno, V.M. Mastranzo, L. Quintero, C. Anaya de Parrodi y E. Juaristi, “The Use of N,N’Di[a-Phenylethyl]ethane-1,2-diamines as Phosphorylated Chiral Derivatizing Agents for the Determination of the Enantiomeric Purity of Chiral Secondary Alcohols”, Rev. Soc. Quím. Méx., (Número especial dedicado a A. Romo de Vivar), 47, 127-129 (2003).
eK. Martínez-Mayorga, E. Juaristi y G. Cuevas, “Manifestation of Stereoelectronic Effects on the Calculated Carbon-Hydrogen Bond Lengths and One Bond 1JC-H NMR Coupling Constants Relative Aceptor Ability of the Carbonyl (C=O), Thiocarbonyl (C=S), and Methyledene (C=CH2) Groups Towards C-H Donor Bonds”, J. Org. Chem., 69, 7266-7276 (2004).
A. Ariza Castolo, V. Bakhmutov, R. Contreras, N. Farfán, A. Flores, B. Gordillo, E. Juaristi, A. Paz, M. J. Rosales y R. L. Santillán, "Ejemplos Prácticos del Uso de la Resonancia Magnética Nuclear en la Química. Lecturas para Estudiantes", Cinvestav-IPN: México (2006), ISBN: 968-9020-00-5.
M. Hernández-Rodríguez y E. Juaristi, "Structurally Simple Chiral Thioureas as Chiral Solvating Agents in the Enantiodiscrimination of Carboxylic Acids", Tetrahedron, 63, 7673-7678 (2007).
G. Huelgas, S. Bernés, M. Sánchez, L. Quintero, E. Juaristi, C. Anaya de Parrodi y P. J. Walsh, "Synthesis and Dynamics of Atropisomeric (S)-N-(α-Phenylelthyl)benzamides", Tetrahedron, 63, 12655-12664 (2007).
E. Juaristi y G. Cuevas, "Manifestations of Stereoelectronic Interactions in 1JC-H One Bond Coupling Constants", Acc. Chem. Res., 40, 961-970 (2007).
E. Jiménez-González, C.G. Avila-Ortiz, R. González-Olvera, J. Vargas-Caporali, G. Dewynter y E. Juaristi, “Synthesis in Solution of Novel Seven-Membered Cyclic Dipeptides Containing - and -Amino Acids”, Tetrahedron, 68, 9842-9852 (2012).
E. Juaristi, "Obras 7. Reacciones Estereoselectivas y Aplicaciones de la Resonancia Magnética Nuclear", El Colegio Nacional: México (2015). ISBN: 978-607-724-110-2.
E. Juaristi y R. Notario, "Stereoelectronic Interactions Exhibited by ¹J_C-H One- Bond Coupling Constants and Examination of the Possible Existence of the Intramolecular α-Effect in Six-Membered Oxygen-Containing Heterocycles", J. Org. Chem., 83, 3293-3298 (2018).
E. Juaristi y R. Notario, "Stereoelectronic Interactions Exhibited by 1JC-H One-Bond Coupling Constants and Examination of the Possible Existence of the Intramolecular α-Effect in Six-Membered Oxygen-Containing Heterocycles", J. Org. Chem., 83, 3293-3298 (2018).

Síntesis asimétrica

Pionero en México del desarrollo de la síntesis asimétrica. Publicaciones representativas:

E. Juaristi, ed., “Enantioselective Synthesis of b-Amino Acids”, Wiley-VCH: New York, 1997,
E. Juaristi y H. López-Ruiz, “Recent Advances in the Enantioselective Synthesis of b-Amino Acids”, Current Medicinal Chemistry, 6, 983-1004 (1999),
“Recent Applications of a-Phenylethylamine in the Preparation of Enantiopure Compounds”, Tetrahedron: Asymmetry, 10, 2441-2495 (1999).
J.L. León-Romo, C.I. Virués, J. Aviña, I. Regla y E. Juaristi, “Preparation of (R)- and (S)-a-Methyldopa from a Chiral Hydantoin Containing the a-Phenethyl Group”, Chirality, 14, 144 (2002).
V.M. Gutiérrez-García, G. Reyes-Ragel, O. Muñoz-Muñiz y E. Juaristi, “Enantioselective Síntesis of b-Amino Acids. Part 13. Diastereoselective Alkylation of Dianions Derived from Chiral Analogs of b-Aminopropionic Acid Containing the a-Phenylethyl Group”, Helv. Chim. Acta, 85, 4189-4199 (2002).
V.M. Mastranzo, L. Quintero, C. Anaya de Parrodi, E. Juaristi y P.J. Walsh, “Use of Diamines Containing the a-Phenethyl Group as Chiral Ligands in the Asymmetric Hydrosilylation of Prochiral Ketones”, Tetrahedron, 60, 1781-1789 (2004).
E. Castellanos, G. Reyes-Rangel y E. Juaristi, “Diastereoselective Electrophilic Amination of Chiral 1-Benzoyl-2-isopropyl-3-methyl-perhydropyrimidin-4-one in the Asymmetric Synthesis of a-Substituted a,b-Diaminopropionic Acid”, Helv. Chim. Acta, 87, 1016-1024 (2004).
A. Clara-Sosa, L. Pérez, M. Sánchez, R. Melgar-Fernández, E. Juaristi, L. Quintero y C. Anaya de Parrodi, “cis- and trans-N-(Benzylsulfinyl)-hexahydrobenzoxazolidin-2-one as Novel Chiral Sulfinyl Transfer Reagents”, Tetrahedron, 60, 12147-12152 (2004).
E. Juaristi y V. Soloshonok, Eds., “Second Edition of Enantioselective Synthesis of b-Amino Acids:”, Wiley: New York, ISBN: 0-471-46738-3 (2005).
G. Reyes-Rangel, V. Marañón, C.G. Avila-Ortiz, C. Anaya, L. Quintero y E. Juaristi, "Enantioselective Synthesis of (R)-2-Amino-3-phosphonopropionic Acid, (R)-AP-3, Via Diastereoselective Azidation of (4S,5R)-trans-N-Diethoxyphosphoryl)-propionyhexahydrobenzoxazolidin-2-one", Tetrahedron, 62, 8404-8409 (2006).
V.M. Mastranzo, E. Santacruz, G. Huelgas, E. Paz, M.V. Sosa-Rivadeneyra, S. Bernes, E. Juaristi, L. Quintero y C. Anaya de Parrodi, "Synthesis of Novel Chiral Ligands Containing the N-(S)-alpha-Phenylethyl Group and Their Evaluation as Activators in the Enantioselective Addition of Et2Zn to Benzaldehyde", Tetrahedron: Asymmetry, 17, 1663-1670 (2006).
F. García-Flores, L. S. Flores-Michel y E. Juaristi, "Asymmetric Allylation of Benzoyl-hydrazones Promoted by Novel C2-Symmetric Bis-Sulfoxide Organocatalysts", Tetrahedron Lett., 47, 8235-8238 (2006).
Y. Liu, R. Melgar-Fernández y E. Juaristi, "Enantioselective Amination of alpha-Phenyl alpha-Cyanoacetate Catalyzed by Chiral Amines Incorporating the alpha-Phenylethyl Auxiliary", J. Org. Chem., 72, 1522-1525 (2007).
R. Guzmán-Mejía, G. Reyes-Rangel y E. Juaristi, "Preparation of Chiral Derivatives of β-Alanine Containing the α-Phenylethyl Group: Useful Starting Materials for the Asymmetric Synthesis ofβ-Amino Acids", Nature Protocols, 2, 2759-2766 (2007).
E. Juaristi, B.R.Díaz y J.L. Olivares,“Dioxa-, Oxathia- and Dithiazines”, en Comprehensive HeterocyclicChemistry III, Oxford, (2007); capítulo 9.10, pp.
B.R. Díaz-Sánchez, M.A. Iglesias-Arteaga, R. Melgar-Fernández y E. Juaristi,“Synthesis of 2-Substituted-5-halo-2,3-dihydro-4(H)-pyrimidin-4-ones and Their Derivatization to Potential Precursors of -Substituted -Amino Acids Utilizing the Sonogashira Coupling Reaction” J. Org. Chem., 72, 4822-4825 (2007).
R. Melgar-Fernández, R. González-Olvera, J.L. Olivares-Romero, V. González-López, L. Romero-Ponce, M. Ramírez-Zárate, P. Demare, I. Regla y E. Juaristi “Synthesis of Novel Derivatives of (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane and their Evaluation as Potential Ligands in Asymmetric Catalysis”, Eur. J. Org. Chem., 655-672 (2008).
R. González-Olvera, P. Demare, I. Regla y E. Juaristi,“Application of (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane Derivatives in Asymmetric Organocatlysis: the Biginelli Reaction”, Arkivoc, Número Especial de Homenaje al Prof. Torbjorn Norin, vi, 61-72 (2008).
M. Hernández-Rodríguez, C.G. Avila-Ortiz, J. Martín del Campo, D. Hernández-Romero, M.J. Rosales-Hoz y E. Juaristi, “Synthesis of Novel Chiral (Thio) Ureas and their Application as Organocatalysts in Asymmetric Synthesis”, Australian J. Chem., 61, 364-375 (2008).
J.L. Olivares-Romero y E. Juaristi,“Synthesis of Two Novel Chiral Diamines Derived from (S)-Proline and their Evaluation as Precursors of Diazaborolidines for the Catalytic Borane-Mediated Enantioselective Reduction of Prochiral Ketones”, Tetrahedron, 64, 9992-9998 (2008).
G. Reyes-Rangel, E. Jiménez-González, J.L. Olivares-Romero y E. Juaristi,“Enantioselective Synthesis of -Amino Acids Using Hexahydrobenzoxazolidi-nones as Chiral Auxiliaries”, Tetrahedron: Asymmetry, 2839 - 2849 (2008)
Y. Bandala, R. Melgar-Fernández, R. Guzmán-Mejía, J.L. Olivares-Romero, B.R. Díaz-Sánchez, R. González-Olvera y E. Juaristi, “Optimized Methodologies in Asymmetric Organic Synthesis Applying Microwaves”, J. Mex. Chem. Soc., 53, 146-153 (2009).
E. Forró, L. Schoenstein, L. Kiss, A. Vega-Peñaloza, E. Juaristi y F. Fulop, “Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated -Amino Ester Stereoisomers”, Molecules, 15, 3998-4010 (2010).
H.A. Stefani, M.F.Z.J. Amaral, F.V. Singh, G. Reyes-Rangel y E. Juaristi, “Functionalization of (2S)-Isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-ones via Suzuki-Miyaura Cross-Coupling Reaction Using Aryltrifluoroborate Salts: Convenient Enantioselective Preparation of -Substituted--Amino Acids”, Eur. J. Org. Chem., 6393-6403 (2010).
Y. Bandala y E. Juaristi, “Recent Advances in the Application of -Phenylethylamine (-PEA) in the Preparation of Enantiopure Compounds”, Aldrichim. Acta, 43, 65-78 (2010).
J.G. Hernández y E. Juaristi, “Efficient Ball-Mill Procedure in the “Green” Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-Containing Dipeptides in the Presence of Water”, Tetrahedron, 67, 6953-6959 (2011).
M. Escudero-Casao y E. Juaristi, “Asymmetric Synthesis of 2-homo-tert-leucine mediated via Radical Addition to Enantiopure N-Fumaroyl-hexahydrobenzo-2-oxazolidinone”, Helv. Chim. Acta, 95, 1714-1722 (2012).
J.G. Hernández y E. Juaristi, “Recent Efforts Directed to the Development of More Sustainable Asymmetric Organocatalysis”, Chem. Commun., (Feature Article), 48, 5396-5409 (2012).
G. Reyes-Rangel, Y. Bandala y E. Juaristi, “Asymmetric Allylation of -Ketoester-Derived N-Benzoylhidrazones Promoted by a Chiral C2-Symmetric bis-Sulfoxide/N-Oxide Lewis Base: Highly Enantioselective Synthesis of Quaternary -Substituted -Allyl--Amino Acids”, Chirality, 25, 529-540 (2013).
E. Juaristi, “Obras 2, Síntesis Asimétrica”, El Colegio Nacional: México (2013), ISBN 978-607-724-027-3.
Y. Bandala, G. Reyes-Rangel, A. Obregón-Zúñiga, C. Cruz-Hernández, G. Corzo y E. Juaristi, “trans-Hexahydrobenzoxazolidinones in the Enantioselective Synthesis of 2-Amino Acids Containing Proteinogenic Side Chains”, Eur. J. Org. Chem., 2275-2283 (2014).
E. Machuca y E. Juaristi, “Asymmetric Organocatalytic Reactions Under Ball Milling”, en “Ball Milling Towards Green Synthesis: Applications, Projects, Challenges”, R. Brindaban y A. Stolle, Editors, Royal Society of Chemistry: Cambridge, UK, (2015); capítulo 4, pp. 81-95.
G. Reyes-Rangel, J. Vargas-Caporali y E. Juaristi, "In Search of Diamine Analogs of the α,α-Diphenylprolinol Priviledged Chiral Organocatalyst. Synthesis of Diamine Derivatives of ,-Diphenyl-(S)-prolinol and Their Application as Organocatalysts in the Asymmetric Michael and Mannnich Reactions", Tetrahedron, 72, 379-391 (2016).
J. Vargas-Caporali y E. Juaristi, "The Development of Chiral Phase Chromatography in Connection with the Enantioselective Synthesis of β-Amino Acids", Isr. J. Chem., 57, 896-912 (2017).
C. Cruz-Hernández, P.E. Hernández-González y E. Juaristi, "Proline-Glycine Dipeptidic Derivatives of Chiral Phosphoramides as Organocatalysts for the Enantiodivergent Aldol Reaction of Arylaldehydes and Isatins with Cyclohexanone in the Presence of Water", Synthesis, 50, 3445-3459 (2018).
J.M. Landeros, L. Suchy, C.G. Avila-Ortiz, N. Maulide y E. Juaristi, "Dendrimeric α,β-Dipeptidic Conjugates as Organocatalysts in Asymmetric Michael Addition Reaction of Isobutyraldehyde to N-Phenyl-Maleimides", Monatsch. Chem., 150, 777-788 (2019).
C. Cruz-Hernández, J.M. Landeros y E. Juaristi, "Multifunctional Phosphoramide-(S)-prolinamide Derivatives as Efficient Organocatalysts in Asymmetric Aldol and Michael Reactions", New J. Chem., 43, 5455-5465 (2019).
C. Cruz-Hernández, J.M. Landeros y E. Juaristi, "Synthesis of Diazaphosphol-2-oxides and Their Derivatives: Applications in Asymmetric Synthesis", en "Targets in Heterocyclic Systems", O.A. Attanasi, Editor, Italian Chemical Society, Volumen 23, Capítulo 16, pp 324-339 (2019).
C.G. Avila-Ortiz, M. Pérez-Venegas, J. Vargas Caporali y E. Juaristi, "Recent Applications of Mechanochemistry in Enantioselective Synthesis", Tetrahedron Lett. Digest, 60, 1749-1757 (2019).

Síntesis de Compuestos con Actividad Biólogica

Principalmente en el área de la síntesis enantioselectiva de a- y b-amino ácidos. Por ejemplo:

El a-amino-b-hidroxiácido 9-Bmt presente en el immunosupresor ciclosporina [D. Seebach, E. Juaristi, et al., Helv. Chim. Acta, 70, 237-261 (1987)].
El ácido (S)-2-amino-fosfonopentanoico utilizado en pacientes con el mal de Alzheimer [O. García-Barradas y E. Juaristi, Tetrahedron, 51, 3423-3434 (1995)].
La preparación del a-hidroxi-b-amino ácido presente en el compuesto anticarcinogénico taxol [J. Escalante y E. Juaristi, Tetrahedron Lett., 36, 4397-4400 (1995)].
La síntesis enantioselectiva del (R)- y (S)-AP6, potentes agonistas del receptor AMPA [Tetrahedron Asymmetry, 8, 1511-1514 (1997)] y
La preparación de la (S)-a-metildopa, útil en el tratamiento del Parkinson [J.L. León-Romo, C.I. Virués, J. Aviña, I. Regla y E. Juaristi, Chirality, 14, 144 (2002)].
R. Melgar-Fernández, P. Demare, E. Hong, J. Escalante, O. Muñoz-Muñiz, E. Juaristi y I. Regla, “Síntesis and Cardiovascular Activity of Metoprolol Analogs”, Bioorg. Med. Chem. Lett., 14, 191-194 (2004).
G. Reyes-Rangel, V. Marañón, C.G. Avila-Ortiz, C. Anaya, L. Quintero y E. Juaristi, "Enantioselective Synthesis of (R)-2-Amino-3-phosphonopropionic Acid, (R)-AP-3, Via Diastereoselective Azidation of (4S,5R)-trans-N-Diethoxyphosphoryl)-propionylhexahydrobenzoxazolidin-2-one", Tetrahedron, 62, 8404-8409 (2006).
P. Zubrzak, H. Williams, G.M. Coast, R.E. Isaac, G. Reyes-Rangel, E. Juaristi, J. Zabrocki y R.J. Nachman, "-Amino Acid Analogs of an Insect Neuropeptide Feature Potent Bioactivity and Resistance to Peptidase Hydrolysis", Biopolymers, Peptide Science, 88, 76-82 (2007).
E. Juaristi, "Retos para el Desarrollo de Fármacos en México", en"Diseño y Producción de Fármacos", E. Juaristi, Coordinador, El Colegio Nacional: en México (2007), capítulo 1, pp. 4-18.
E. Juaristi, Coordinador, "Diseño y Producción de Fármacos", El Colegio Nacional: México (2007). ISBN 978-970-640-356-8.
S. Taneja-Bageshwar, A. Strey, P. Zubrzak, H. Williams, G. Reyes-Rangel, E. Juaristi, P. Pietrantonio y R.J. Nachman,“Identification of Selective and Non-Selective, Biostable -Amino Acid Agonists of Recombinant Insect Kinin Receptors from the Southern Cattle Tick Boophilus Microplus and Mosquito Aedes Aegypti”, Peptides, 29, 302-309 (2008).
R.J. Nachman, O.B. Aziz, M. Davidovitch P. Zubrzak, R.E. Isaac, A. Strey, G. Reyes-Rangel, E. Juaristi, H.J.Williams y M. Altstein, “Biostable -Amino Acid PK/PBAN Analogs: Agonist and Antagonist Properties”, Peptides, 30, 608-615 (2009).
L. Gentilucci, G. Cardillo, A. Tolomelli, R. De Marco, A. Garelli, S. Spampinato, A. Sparta y E. Juaristi, “Synthesis and Conformational Analysis of Cyclotetrapeptide Mimetic -Turn Templates, and Validation as 3D Scaffolds”, ChemMedChem, 4, 517-523 (2009).
E. Garay, G. Patiño-López, S. Islas, L. Alarcón, E. Canche-Pool, R. Valle, O. Medina, G.C. Granados, B.C. Munguía, E. Juaristi, V. Ortiz-Navarrete y L. González-Mariscal, “CRTAM, a Molecule Involved in Epithelial Cell Adhesion”, J. Cell. Biochem., 111, 111-122 (2010).
J. Rocha, V. Flores, R. Cabrera, A. Soto-Guzmán, G. Granados, E. Juaristi, G. Guarneros y M. de la Torre, “Evolution and Some Functions of the NprR-NprRB Quorum-Sensing System in the Bacillus-Cerens Group”, Appl. Microbiol. Biotechnol., 94, 1069-1078 (2012).
A. Tolomelli, M. Baiula, L. Belvisi, A. Viola, L. Gentilucci, S. Troisi, s.D. Dattoli, S. Spampinato, M. Civera, E. Juaristi y M. Escudero, “Modulation of γ3- and 51- Integrin Mediated Adhesion by Dehydro- -amino Acids Containing Peptidomimetics”, European Journal of Medicinal Chemistry, 66, 258-268 (2013).
A. Greco, R. de Marco, S. Tani, D. Giacomini, P. Galletti, A. Tolomelli, E. Juaristi y L. Gentilucci, “Convenient Synthesis of the Antibiotic Linezolid via a 1,3-Oxazolidin-2,4-dione Intermediate Derived from the Chiral Building Block Isoserine”, Eur. J. Org. Chem., pp 7614-7620, 2014.
E. Juaristi, “Obras 6. Síntesis de Aminoácidos, Péptidos y Otros Compuestos con Actividad Biológica”, El Colegio Nacional: México (2014). ISBN: 978-607-724-096-9
A. Tolomelli, M. Baiula, A. Viola, L. Ferrazano, L. Gentilucci, S.D. Datolli, S. Spampinato, E. Juaristi y M. Escudero, "Dehydro--proline Containing Peptidominetics as Selective 41 Integrin Antagonists: Stereochemical Recognition in Lignan-Receptor Interaction", ACS Medicinal Chemistry Letters, 6, 701-706 (2015).
R. De Marco, A. Tolomelli, E. Juaristi y L. Gentilucci, "Integrin Ligands with α/β-Hybrid Peptide Structure: Design, Bioactivity and Conformational Aspects", Medicinal Research Reviews, 36, 389-424 (2016).
M. Pérez-Venegas y E. Juaristi, "Mechanoenzymatic Resolution of Racemic Chiral Amines, A Green Technique for the Synthesis of Pharmaceutical Building Blocks", Tetrahedron, 74, 6453-6458 (2018).

Síntesis de péptidos no naturales

Se ha consolidado un laboratorio de síntesis de péptidos. Algunas publicaciones representativas son:

P. Zubrzak, H. Williams, G.M. Coast, R.E. Isaac, G. Reyes-Rangel, E. Juaristi, J. Zabrocki y R.J. Nachman, “-Amino Acid Analogs of an Insect Neuropeptide Feature Potent Bioactivity and Resistance to Peptidase Hydrolysis”, Biopolymers, Peptide Science, 88, 76-82 (2007).
Y. Bandala, I.A. Rivero, T. González, J. Aviña, y E. Juaristi, “Solid Phase Synthesis of Novel /-Tetrapeptides and Electrospray Ionization Mass Spectrometric Evaluation of Their Metal Cation Complexation Behavior”, J. Phys. Org. Chem., 21, 349-358 (2008).
S. Taneja-Bageshwar, A. Strey, P. Zubrzak, H. Williams, G. Reyes-Rangel, E. Juaristi, P. Pietrantonio y R.J. Nachman, “Identification of Selective and Non-Selective, Biostable -Amino Acid Agonists of Recombinant Insect Kinin Receptors from the Southern Cattle Tick Boophilus Microplus and Mosquito Aedes Aegypti”, Peptides, 29, 302-309 (2008).
R.J. Nachman, O.B. Aziz, M. Davidovitch P. Zubrzak, R.E. Isaac, A. Strey, G. Reyes-Rangel, E. Juaristi, H.J.Williams y M. Altstein, “Biostable -Amino Acid PK/PBAN Analogs: Agonist and Antagonist Properties”, Peptides, 30, 608-615 (2009).
J.G. Hernández y E. Juaristi, “A GreenSysnthesis of ,-and ,-Dipeptidesunder Solvent-Free Conditions”, J. Org. Chem.,75, 7107-7111 (2010).
Y. Bandala y E. Juaristi, “Applications of -Peptidesin Chemistry, Biology and Medicine”, en“Festchrift in Honor of Prof. Dr. LeopoldoGarcía-Colin 80th Birthday”, A. Macias y L.Dagdug, Eds., World Scientific: Singapore(2010); capítulo 12, pp. 183-198.
E. Jiménez-González, C.G. Avila-Ortiz, R. González-Olvera, J. Vargas-Caporali, G. Dewynter y E. Juaristi, “Synthesis in Solution of Novel Seven-Membered Cyclic Dipeptides Containing - and -Amino Acids”, Tetrahedron, 68, 9842-9852 (2012).
E. Juaristi, “Obras 6. Síntesis de Aminoácidos, Péptidos y Otros Compuestos con Actividad Biológica”, El Colegio Nacional: México (2014). ISBN: 978-607-724-096-9.
E. Machuca, Y. Rojas y E. Juaristi, “Synthesis and Evaluation of (S)-Proline-Containing ,-Dipeptides as Organocatalysts in Solvent-Free Asymmetric Aldol Reactions Under Ball-Milling Conditions”, Asian J. Org. Chem., 4, 46-53 (2015).
A. Obregón-Zúñiga y E. Juaristi, (2S,4R)-Hyp-(S)-Phe-OMe Dipeptide Supported on Imidazolium Tagged Molecules as Recoverable Organocatalysts for Asymmetric Aldol Reactions Using Water as Reaction Medium", Tetrahedron, 73, 5373-5380 (2017).
M. Pérez-Venegas, G. Reyes-Rangel, A. Neri, J. Escalante y E. Juaristi, "Mechanochemical Enzymatic Resolution of N-Benzylated-β³-Amino Esters", Beilstein J. Org. Chem., 13, 1728-1734 (2017).
C. Cruz-Hernández, P.E. Hernández-González y E. Juaristi, "Proline-Glycine Dipeptidic Derivatives of Chiral Phosphoramides as Organocatalysts for the Enantiodivergent Aldol Reaction of Arylaldehydes and Isatins with Cyclohexanone in the Presence of Water", Synthesis, 50, 3445-3459 (2018).
C. Cruz-Hernández, P.E. Hernández-González y E. Juaristi, "Proline-Glycine Dipeptidic Derivatives of Chiral Phosphoramides as Organocatlysts for the Enantiodivergent Aldol Reaction of Arylaldehydes and Isatins with Cyclohexanone in the Presence of Water", Synthesis, 50, 3445-3459 (2018).
J.M. Landeros, L. Suchy, C.G. Avila-Ortiz, N. Maulide y E. Juaristi, "Dendrimeric α,β-Dipeptidic Conjugates as Organocatalysts in Asymmetric Michael Addition Reaction of Isobutyraldehyde to N-Phenyl-Maleimides", Monatsch. Chem., 150, 777-788 (2019).

Síntesis Orgánica

Hemos desarrollado metodologías y reactivos de utilidad en síntesis orgánica; por ejemplo:

E. Juaristi, “1-Benzoyl-2(S)-tert-butyl-3-methylperhydropyrimidin-4-one”, en Encyclopedia of Reagents for Organic Synthesis L.A. Paquette, ed., Wiley: Chichester, en prensa.
J. Escalante, M.A. González-Tototzin, J. Aviña, O. Múñoz-Múñiz y E. Juaristi, “Synthesis of b-Lactams and Cyclo-b-dipeptides from b-Amino Acids”, Tetrahedron57, 1883-1890 (2001).
Reyes y E. Juaristi, “Convenient Route for the Preparation of C2-Symmetric 2,3-Diphenylaziridine”, Chirality, 10, 95-99 (1998). (4) C.A. de Parrodi, E. Juaristi, L. Quintero y A. Clara-Sosa, “A Useful Route to Benzoxazolidin-2-ones”, Tetrahedron: Asymmetry, 8, 1075-1082 (1997).
M.A. Iglesias-Arteaga, C. G. Avila-Ortiz y E. Juaristi, “Tandem Reactions Initiated by the Oxidative Decarboxylation of 1-Benzoyl-2(S)-tert-butyl-6(S)-carboxy-perhydropyridimidin-4-one”, Tetrahedron Lett., 43, 5297 (2002).
M.A. Iglesias-Arteaga, E. Castellanos y E. Juaristi, “Alternative Procedure for the Synthesis of Enantiopure 1-Benzoyl-2(S)-tert-butyl-3-methylperhydropyrimidin-4-one, a Useful Starting Material for the Enantioselective Synthesis of a-Substituted b-Amino Acids”, Tetrahedron: Asymmetry, 14, 577-580 (2003).
A.J. Mota, E. Castellano y E. Juaristi, “Simple Methodology for the Purification of Amino Acids”, Org. Prep. Proc. Int., 35, 414-417 (2003).
E. Juaristi y R. Melgar-Fernández, y “a-Sodium Aldehydes, Ketones, and Other Na-C-CXY Compounds (Including Sodium Enolates)”, en “Science of Synthesis”, Houben-Weyl Methods of Molecular Transformations, George Thieme Verlag, Stuttgart (2005); capítulo 8.2.16, pp. 1285-1296.
V.M. Mastranzo, E. Santacruz, G. Huelgas, E. Paz, M.V. Sosa-Rivadeneyra, S. Bernes, E. Juaristi, L. Quintero y C. Anaya de Parrodi, "Synthesis of Novel Chiral Ligands Containing the N-(S)-alpha-Phenylethyl Group and Their Evaluation as Activators in the Enantioselective Addition of Et2Zn to Benzaldehyde", Tetrahedron: Asymmetry, 17, 1663-1670 (2006).
F. García-Flores, L. S. Flores-Michel y E. Juaristi, "Asymmetric Allylation of Benzoyl-hydrazones Promoted by Novel C2-Symmetric Bis-Sulfoxide Organocatalysts", Tetrahedron Lett., 47, 8235-8238 (2006).
E. Juaristi, O. Muñoz-Muñiz y R. Melgar-Fernández,"alpha-Sodium Carboxylic Acids and Other Na-C-CXYZ Compounds (Including Sodium Enolates)", en "Science of Synthesis", Houben-Weyl Methods of Molecular Transformations, George Thieme Verlag, Stuttgart, (2006); chapter 8.2.15, pp. 1259-1284.
M. Hernández-Rodríguezy E. Juaristi, “Structurally Simple ChiralThioureas as Chiral Solvating Agents in theEnantiodiscrimination of Carboxylic Acids”,Tetrahedron, 63, 7673-7678 (2007).
R. Guzmán-Mejía, G. Reyes-Rangel y E. Juaristi, “Preparation of Chiral Derivatives of-Alanine Containing the -Phenylethyl Group:Useful Starting Materials for the AsymmetricSynthesis of -Amino Acids”, Nature Protocols,2, 2759-2766 (2007).
G. Huelgas, S. Bernés, M. Sánchez, L.Quintero, E. Juaristi, C. Anaya de Parrodi yP.J. Walsh, “Synthesis and Dynamics ofAtropisomeric (S)-N-(-Phenylelthyl)benzamides”,Tetrahedron, 63, 12655-12664 (2007).
R. Melgar-Fernández, R. González-Olvera, J.L.Olivares-Romero, V. González-López, L.Romero-Ponce, M. Ramírez-Zárate, P. Demare, I.Regla y E. Juaristi “Synthesis of NovelDerivatives of (1S,4S)-2,5-Diazabicyclo[2.2.1]heptaneand their Evaluation as Potential Ligands inAsymmetric Catalysis”, Eur. J. Org. Chem.,655-672 (2008).
Y. Bandala, R. Melgar-Fernández, R.Guzmán-Mejía, J.L. Olivares-Romero, B.R. Díaz-Sánchez, R. González-Olvera y E. Juaristi,“Optimized Methodologies in Asymmetric Organic Synthesis Applying Microwaves”,J. Mex. Chem. Soc., 53,146-153 (2009).
Y. Bandala, R. Melgar-Fernández, R. Guzmán-Mejía,J.L. Olivares-Romero, B.R. Díaz-Sánchez, R.González-Olvera y E. Juaristi, “MetodologíasOptimizadas en Síntesis Orgánica AplicandoMicroondas”, en “Aplicaciones de las Microondasen Química y en Biología”, El Colegio Nacional:México (2009); Cap?tulo 8, pp. 115-127.
J.G. Hernández y E. Juaristi, “A GreenSysnthesis of ,- and,-Dipeptides underSolvent-Free Conditions”, J. Org. Chem.,75,7107-7111 (2010).
H.A. Stefani, M.F.Z.J.Amaral, F. Manarin, R.A. Ando, N.C.S. Silva y E. Juaristi, “Functionalization of 2(S)-Isopropyl-5-iodo-pyrimidin-4-onesthrough Cu(I)-Mediated 1,3-Dipolar Azide-AlkyneCycloadditions”, Tetrahedron Lett., 52,6883-6886 (2011).
J.G. Hernández, Víctor García López y E. Juaristi, “Solvent-Free Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-containing Thiodipeptides under Ball-Milling Conditions”, Tetrahedron, 68, 92-97 (2012).
J. Vargas-Caporali, C. Cruz-Hernández, G. Dewynter y E. Juaristi,”Synthesis of Versatile Bifunctional Derivatives of Chiral Diamines Obtained Through Anchimerically Assisted Nucleophilic Substitution Reactions on diasteromeric Phenylprolinols”, Heterocycles, 86, 1275-1300 (2012).
M. Escudero-Casao, A. Vega-Peñaloza y E. Juaristi, “Enantiopure 1,2,3-Triazo-Lyl--amino Acids via Click Cycloaddition Reaction on Racemic Alkynyl Precursors Followed by Separation of Stereoisomers”, Curr. Topics Med. Chem., 14, 1257-1270 (2014).
A. Greco, R. de Marco, S. Tani, D. Giacomini, P. Galletti, A. Tolomelli, E. Juaristi y L. Gentilucci, “Convenient Synthesis of the Antibiotic Linezolid via a 1,3-Oxazolidin-2,4-dione Intermediate Derived from the Chiral Building Block Isoserine”, Eur. J. Org. Chem., pp 7614-7620, 2014.
E. Juaristi, “Obras 4. Síntesis Orgánica y Química Heterocíclica”, El Colegio Nacional: México (2014), ISBN 978-607-729-073-0.
S. Kumar, C. Cruz, S. Pal, R.K. Saunthwal, E. Juaristi y A.K. Verma, "An Expedient Tandem Approach to Benzothieno and Benzofuro-pyridines from o-Alkynyl Aldehydes via Silver-Catalyzed 6-endo-dig Ring Closure", J. Org. Chem., 80, 10548-10560 (2015).
L.A. Polindara-García y E. Juaristi, "Synthesis of Ugi-4CR and Passerini-3CR Adducts Under Mechanochemical Activation", Eur. J. Org. Chem., 1095-1102 (2016).
J.M. Landeros y E. Juaristi, "Mechanochemical Synthesis of Dipeptides Using Mg-Al Hydrotalcite as Catalyst Under Solvent-Free Reaction Conditions", Eur. J. Org. Chem., 687-694 (2017).
M. Pérez-Venegas, G. Reyes-Rangel, A. Neri, J. Escalante y E. Juaristi, "Mechanochemical Enzymatic Resolution of N-Benzylated-β³-Amino Esters", Beilstein J. Org. Chem., 13, 1728-1734 (2017).
A. Espinoza-Vázquez, F.J. Rodríguez-Gómez, E. Juaristi, M. Escudero-Casao, D. Angeles-Beltrán, G.E. Negrón-Silva y M. Palomar-Pardavé, "Triazoles Derived from β-Amino Acids as Corrosion Inhibitors for AP1 5L X52 Steel Immersed in 1M HC", Int. J. Electrochem. Sci., 13, 7517-7531 (2018).
E. Juaristi y R. Notario, "Stereoelectronic Interactions Exhibited by ¹J_C-H One-Bond Coupling Constants and Examination of the Possible Existence of the Intramolecular α-Effect in Six-Membered Oxygen-Containing Heterocycles", J. Org. Chem., 83, 3293-3298 (2018).
O. Sánchez-Antonio, R. González-Olvera, A. Aguilera-Cruz, A. Reyes-Ramírez y E. Juaristi, "Diastereoselective Synthesis of New Isoindolone-Derived Fused Heterocycles and Their Crystallographic Structures", Tetrahedron, 75, 130594 (2019).
A. Fingerhut, J. Vargas-Caporali, M.A. Leyva-Ramírez, E. Juaristi y S.B. Tsogoeva, "Biominetic Non-Heme Iron(III) Catalyzed Epoxidation of Challenging Terminal Alkenes Using Aqueous H2O2 as an Environmentally Friendly Oxidant", Molecules, 24, 3182 (2019).
L. Alvarez-Santamaría, E. Juaristi, A.B. Arroyo-Colín, J. Palma-Flores y J. Escalante, "Efficient Solvent-Free Preparation of Imines, and Their Subsequent Oxidation with m-CPBA to Afford Oxaziridines", Green and Sustainable Chem., 9, 143-154 (2019).

1.1 Lucía E. Valle A., “Análisis Conformacional del 1,3-Difenilfosfinoíl-1,3-ditiano y sus Derivados: Estudio de la Interacción Anomérica S-C-P”, CINVESTAV-IPN, marzo de 1987.

1.2 Roberto Martínez, “Análisis Conformacional y Electroquímica de 1,3-Dioxanos y 1,3-Ditianos Sustituídos en C(5)”, CINVESTAV-IPN, abril de 1987.

1.3 G. Bárbara Gordillo Román, “Análisis Conformacional de Ciclohexanos y de 1,3 Dioxanos Sustituidos por Grupos Sulfuro, Sulfinilo y Sulfonilo. Resultados Experimentales y Cálculos Teóricos”, CINVESTAV-IPN, noviembre de 1988.

1.4 Abelardo Flores Vela, “Análisis Conformacional y Espectroscópico del 2-Difenilfos- finoíl-1,3-dioxano, del 2-Difenilfosfinoíl-1,3-oxatiano y sus Derivados. Evaluación de la Interacción Anomérica O-C-P(O)”, CINVESTAV-IPN, noviembre de 1989.

1.5 Gabriel Cuevas González-Bravo, “Estudio de los Efectos Estereoelectrónicos Responsables del Comportamiento Conformacional de 1,3-Ditianos 2-Sustituidos, y Heterociclos Análogos”, CINVESTAV-IPN, marzo de 1993.

1.6 Delia Quintana Zavala, “Síntesis Asimétrica de ß-Amino Acidos a-Sustituídos a partir de la 1-Benzoíl-2(S)-tert-butil-3-metilperhidropirimidín-4-ona”, CINVESTAV-IPN, diciembre de 1994.

1.7 Jaime Escalante García, “Síntesis Enantioselectiva de ß-Amino Acidos a,ß- Disustituídos”, CINVESTAV-IPN, julio de 1995.

1.8 Domingo Madrigal Peralta, “Alquilación Diastereoselectiva de N-(a-Metilbencil)-1,3-imidazolidín-4-onas y sus Análogos”, CINVESTAV-IPN, febrero de 1996.

1.9 Cecilia Anaya Berrios, “Síntesis y Aplicación de Ligandos Quirales Incorporando el Grupo (S)-a-Metilbencilo, CINVESTAV-IPN, febrero de 1997.

1.10 Francisco Díaz Cedillo, “Análisis Conformacional de 1,3-Dioxanos 5-Sustituidos en Presencia de Sales”, CINVESTAV-IPN, agosto 15, 1997.

1.11 Oscar García Barradas, “Síntesis y Aplicación de Imidazolidinonas Quirales Conteniendo el Grupo Metilbencilo. Síntesis Enantioselectiva de Acidos Amino- Fosfónicos Quirales” CINVESTAV-IPN, Agosto 25, 1997.

1.12 Adelfo Natalio Reyes Ramírez, “Uso de la (S)-a-Metilbencilamina y Derivados Estructuralmente Relacionados en Procesos para la Obtención de Compuestos Enantiopuros”, CINVESTAV-IPN, Marzo 26, 1999.

1.13 Sandra Antúnez Perezache, “Aplicación de la Química Computacional en la Determinación de las Contribuciones Entálpicas y Entrópicas en Equilibrios Conformacionales de Ciclohexanos Sustituidos y Análogos Heterocíclicos”, CINVESTAV-IPN, Julio 2, 1999.

1.14 Yara Ramírez Quirós, “Estudio Conformacional de 1-Benzoílperhidropirimidin-4-onas a Partir de Datos de Difracción de Rayos-X”, CINVESTAV-IPN, Noviembre 5, 1999.

1.15 Heraclio López Ruiz, “Preparación de Imino Eteres Quirales y su Aprovechamiento en la Síntesis Enantioselectiva de Derivados del Acido Aspártico”, CINVESTAV-IPN, Septiembre 14, 2000.

1.16 José Luis León Romo, “Síntesis Enantioselectiva de a-Amino Acidos Vía Benzodiazepinonas Quirales”, CINVESTAV-IPN, Octubre 31, 2000.

1.17 Víctor Manuel Gutiérrez García, “Síntesis Enantioselectiva de ß-Aminoácidos y Acidos Carboxílicos a-Sustituidos, Usando como Auxiliares Quirales la (S)- y (R)-a-Feniletilamina”, CINVESTAV-IPN, Septiembre 6, 2002.

1.18 Jesús Samuel Cruz Sánchez, “Síntesis y Análisis Conformacional de 1,3-Ditianos Sustituidos en C(5) con Grupos Polares”, CINVESTAV-IPN, Diciembre 13, 2002.

1.19 Martha V. Sosa Rivadeneyra, “Síntesis de ß-Aminoalcoholes Derivados de la (S)-1-Fenil-etilamina y su Aplicación en Síntesis Asimétrica”, Universidad Autónoma de Puebla (Co-dirección con la Dra. Leticia Quintero Cortés), Marzo 14, 2003.

1.20 Irma Linzaga Elizalde, “Síntesis Estereoselectiva de Precursores Quirales de Acidos a-Aminofosfónicos,” CINVESTAV-IPN, Marzo 19, 2003.

1.21 Judit Araceli Aviña Verduzco, “Síntesis en Solución y en Fase Sólida de a,ß- y ß-Péptidos No Naturales. Análisis Conformacional, Reacciones de Alquilación y Afinidad a Iones Metálicos”, CINVESTAV-IPN, Junio 8, 2004.

1.22 Virgina F. Marañón Ruiz, “Síntesis y Caracterización de Derivados de (1S,2S,1’S)- y (1R,2R,1’S)-2-N-[(a-Metilbencil)amino]ciclohexanol como Precursores de Ligantes y Auxiliares Quirales”, CINVESTAV-IPN, Junio 11, 2004.

1.23 Gloria Elizabeth Moreno Morales, “Preparación de Derivados de Fósforo a Partir de N,N’-Di-(a-Feniletil)-1,2-diaminas y sus Aplicaciones”, Universidad Autónoma de Puebla, (Co- dirección con la Dra. Cecilia Anaya Berrios), Julio 16, 2004.

1.24 Elena Castellanos Santiago, “Síntesis Enantioselectiva de a,ß-Diaminoácidos”, CINVESTAV-IPN, Septiembre 10, 2004.

1.25 Maribel Vázquez Hernández, “Síntesis y Análisis Conformacional de 1,3-Dioxanos 2,5-Disustituidos en Presencia de Sales Metálicas”, Cinvestav-IPN, Julio 6, 2005.

1.26 Claudia Gabriela Avila Ortiz, “Síntesis Enantioselectiva de ß-Amino-ácidos. Obtención de los Análogos ß2 de la Dopa, Selenocisteína y Cisterna”, Cinvestav-IPN, Septiembre 7, 2005.

1.27 Marcos Hernández Rodríguez, “Síntesis de Ureas y Tioureas Quirales, y su Aplicación como Organocatalizadores, Ligantes y Agentes Solvatantes Quirales”, Cinvestav-IPN, Septiembre 6, 2005.

1.28 Roberto C. Melgar Fernández, “Síntesis y Aplicación en Catálisis Asimétrica de Derivados de (1S,4S)-2,5-Diazabiciclo[2.2.1]heptanos, Pirazolidinonas Quirales y Compuestos que Incorporan el Fragmento a-Feniletilo”, Cinvestav-IPN, Junio 12, 2007.

1.29 Blanca Rosa Díaz Sánchez, “Aplicaciones de Compuestos Organometálicos Derivados de la Asparagina en Síntesis Asimétrica de ß-Aminoácidos a Sustituidos”, Cinvestav-IPN, Enero 30, 2008.

1.30 Fred García Flores, “Síntesis de bis-Sulfóxidos Quirales de Simetría C2 y su Aplicación en Síntesis Asimétrica”, Cinvestav-IPN, Agosto 21, 2008.

1.31 José Luis Olivares Romero, “Síntesis de Diaminas Quirales Derivadas de (S)-Prolina y su Aplicación en Síntesis Asimétrica”, Cinvestav-IPN, Enero 27, 2009.

1.32 Yamir Bandala Solano, “Síntesis en Soluciòn y en Fase Sólida de a/ß-Tetrapéptidos y Ciclo-ß-Dipéptidos. Análisis Conformacional y Modelado Molecular”, Cinvestav-IPN, Marzo 30, 2009.

1.33 Rodrigo González Olvera, “Síntesis de Derivados del (1S,4S)-2,5-Diazabiciclo [2.2.1]heptano y su Aplicación en Organocatálisis Asimétrica”, Cinvestav-IPN, Agosto 11, 2011.

1.34 José Gregorio Hernández Barajas, “Mecanoquímica como Alternativa Verde en la Síntesis Orgánica y en la Organocatálisis Asimétrica”, CINVESTAV-IPN, Agosto 17, 2012.

1.35 Erika Jiménez González, “Síntesis de Ciclodipéptidos a Partir de a- y ß-Aminoácidos, Análisis Conformacional y Alquilación Diastereoselectiva”, CINVESTAV-IPN, Diciembre 7, 2012.

1.36 Alberto Vega Peñaloza, “Diseño y Síntesis de Organocatalizadores Quirales Derivados de Aminoácidos y su Aplicación en las Reacciones Aldólica y Michael Asimétricas”, CINVESTAV-IPN, Enero 31, 2014.

1.37 Margarita del Rosario Escudero Casao, “Síntesis de ß-Aminoácidos Enantioméricamente Puros: ß2-Homo-tert-Leucina, ß2-Aminoácidos 1,2,3-Triazolil Sustituidos y ß2-homo-Histidina, así como su Aplicación como Bloques de Construcción de a/ß-Dipéptidos”, CINVESTAV-IPN, Enero 23, 2015.

1.38 Jorge Vargas Caporali, "Síntesis, Caracterización y Funcionalización de Diaminas Vecinales Quirales Derivadas de (S)-Prolina y su Aplicación en Catálisis Asimétrica", CINVESTAV-IPN, Septiembre 8, 2015.

1.39 Elizabeth Machuca de la Paz, "Síntesis y Evaluación de Organocatalizadores a,a- y a,ß-Dipeptídicos Conteniendo (S)-Prolina en la Reacción Aldólica Asimétrica. Estrategias para la Aplicación de Química Verde", CINVESTAV-IPN, Junio 2, 2016.

1.40 Luis Arturo Obregón Zúñiga, “Diseño y Síntesis de Líquidos Iónicos Quirales Derivados de Aminoácidos y su Aplicación como Organocatalizadores en Reacciones Orgánicas Asimétricas”, CINVESTAV-IPN, Diciembre 14, 2017.

1.41 Carlos Alberto Cruz Hernández, "Diseño, Síntesis y Evaluación de Organocatalizadores a Base de Fosforamidas Quirales Incorporando el Fragmento de (R)- o (S)-Prolina para Procesos en Medio Acuoso", CINVESTAV-IPN, septiembre 20, 2018.