Publicaciones representativas
|
"Equilibrium Carbon Acidities", en Comprehensive Carbanion Chemistry
(con A. Streitwieser y L. L. Nebenzahl).
Elsevier, Amsterdam, 1980,
págs. 323-381. |
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Tópicos Modernos de
Estereoquímica
(con E. L. Eliel, X. A. Domínguez
y P. A. Lehmann).
LIMUSA, México, 1983. |
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"S-C-P Anomeric Interactions.
4-Conformational Analysis of 2-Diphenylphosphinoyl-1,3-dithiane"
(con L. Valle, B. A. Valenzuela
y M. A. Aguilar).
J. Am. Chem. Soc.108: 2000-2005 (1986).
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"Preparation of Enantiomerically
Pure
-Hydroxy-
-amino Acids"
(con D. Seebach, D.D. Miller,
Ch. Schickli y Th. Weber).
Helv. Chim. Acta. 70: 237-261 (1987).
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Conceptos Básicos de
la Teoría Orbital.
Juaristi, E.
SEP, México, 1988. |
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"The Existence of Second-row
Anomeric Interactions. Conformational Analysis of 2-Substituted 5-Methyl-5-Aza-1,3-Dithiacyclohexanes"
(con E. A. González et
al.)
J. Am. Chem. Soc. 111: 6745-6749 (1989). |
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"Introduction to Stereochemistry
and Conformational Analysis"
Juaristi, E.
Wiley, New York, 1991. |
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"Reexamination of the conformational
preference of the benzyl group in cyclohexane. Enthalpic and entropic contributions to Delta Gº(CH2Ph)"
Juaristi, E., Labastida, V. y Antúnez,
S.
J. Org. Chem., 56: 4802-4804, 1991. |
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"Second-row anomeric
interactions: the involvement of phosphorus"
Juaristi, E
Heteroatom Chem., 1: 267-276, 1990. |
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"Recent studies of the anomeric
effect"
Juaristi, E. y Cuevas, G
Tetrahedron, 48: 5019-5087, 1992. |
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"Study of the attractive gauche
effect in O-C-C-O segments"
Juaristi, E. y Antúnez, S.
Tetrahedron, 48: 5941-5950, 1992. |
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"Enthalpic and entropic contributions
to the S-C-P(O) anomeric effect"
Juaristi, E. y Cuevas, G.
Tetrahedron Lett., 33: 2271-2274, 1992.
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"Quiralidad y síntesis
enantioselectiva"
Juaristi, E.
Avance y Perspectiva, 11: 267-273,
1992. |
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"Conformational analysis of
1,3-dithian-2-yltrimethyl-phosphonium chloride. Origin of the S-C-P anomeric effect"
Juaristi, E. y Cuevas, G.
J. Am. Chem. Soc. 115: 1313-1316, 1993.
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"The anomeric effect"
Juaristi, E. y Cuevas G
CRC Press, Boca Raton, Fl., 1994.
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"Enantioselective synthesis of
-amino acids"
Quintana, D. y Escalante, E. Juaristi
Aldrichimica Acta, 27: 3-11, 1994.
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"Highly enantioselective synthesis
of (R)- and (S)-2-amino-5-phosphonopentanoic acids (R)- and (S)-AP5 via chiral imidazolidinones"
García-Barradas,
O. y Juaristi, E.
Tetrahedron 51, 3423-3434 (1995) |
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"Conformational Behavior of
Six Membered Rings"
Juaristi, E., Editor
VCH Publishers: New York, 1995. |
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"Thermodynamics of the Axial
to Equatorial Conformational Equilibria of tert-Butyl Substituted Six-Membered Heterocycles. Theoretical Estimation of Non-Zero
Entropy Changes"
Antúnez, S. and Juaristi,
E.
J. Org. Chem. 61:6465-6469, 1996.
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"Conformational Analysis of
5-Substituted 1,3-Dioxanes. 7. Effect of Lithium Bromide Addition"
Juaristi,
E., Díaz, F., Cuellar, G. y Jímenez-Vázquez, H.
J. Org. Chem., 62: 4029-4035, 1997.
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"Enantioselective Synthesis
of
-Aminoacids"
Juaristi, E., Editor
Wiley-VCH Publishers: New York, 1997
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"
-Alkylation of (S)-Asparagine with Self-Regeneration of the Stereogenic
Center: Enantioselective Synthesis of
-Substituted Aspartic Acids"
Juaristi, E., López-Ruíz,
H., Madrigal, D.; Ramírez-Quirós,Y., Escalante, J.
J. Org. Chem 63, 4706, 1998. |
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"Conveniet Route for the Preparation
of C2-Symmetric (+)-(2R,3R)- and (-)-(2S,3S)-2,3-Diphenylaziridine"
Adelfo Reyes and Eusebio Juaristi.
CHIRALITY 10:95-99(1998). |
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"Enthalpic Anomeric
Effect in 2-Y-1,3-Dithianes (Y= SC6H5,
CO2CH2CH3, and COC6H5)
Experimental and Theoretical Evaluation. Solvent Efeects"
E. Juaristi y G. Cuevas
Tetrahedron, 55: 359-372, (1999).
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"Application
of SOS-DFTPT Method for the Calculation of 1J
C-H Coupling Constants in Cyclohexane and 1,3-Diheterocyclohexane. Repercussion
of Stereoelectronic Effects on Coupling Constants"
G. Cuevas, E. Juaristi y A. Vela
J. Phys. Chem., 103: 932-93, (1999). |
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"Structural Effects
on the Thermochemical Properties of Sulfur Compounds. 1. Enthalpy of Combustion,
Vapour Pressures, Enthalpy of Sublimation, and Standard Molar
Enthalpy of Formation in the Gaseous Phase of 1,3-dithiane"
M. V. Roux, J. Dávalos,
P. Jímenez, J. L. M. Abboud y E. Juaristi.
Thermodynamics, 31, 635-646 (1999) |
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"Recent Advances
in the Enantioselective Synthesis of
-Amino Acids"
E. Juaristi y H. López-Ruíz
Curr. Med. Chem. (Número Especial: "The
Chemistry and Biology of
-Amino Acids", W. J. Hoekstra, Editor), 6, 519-540 (1999).
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.
"Enantioselective Synthesis of
-Amino Acids from Chiral, 1,4-Benzodiazepin-2,5-diones Containing the
-Phenethyl Group"
E. Juaristi, J. L. León-Romo
y Y. Ramírez-Quirós
J. Org. Chem 64, 2914-2918, (1999). |
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"
-Alkylation of (S)-Asparagine with Self-Regeneration of the Stereogenic
Center: Enantioselective Synthesis of
-Substituted Aspartic Acids"
A. Reyes, I. Regla, M.C. Fragoso,
L.A. Vallejo, P. Demare, H. A. Jímenez, Y. Ramírez, E. Juaristi
y J. Tamaríz
Tetrahedron, 55, 11187-11202 (1999).
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"Conformational Analysis of
Six-Membered Heterocycles; Enthalpic and Entropic Data, Stereoelectronic Inferactions, and Salt Effects"
E. Juaristi.
Actualidades de Fisico-Química Orgánica
(Brasil), 11, 108-126 (1999). |
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"Recent Applications of
-Phenylethylamine (
-PEA)in the Preparation of Enantiopure Compounds. Part 3:
-PEA as Chiral Auxiliary. Part 4:
-PEA as Chiral Reagent in the Stereodifferentiation of Prochiral Substrates"
E. Juaristi, J. L. León-Romo,
A. Reyes y J. Escalante.
Tetrahedron: Asymmetry, 10, 2441-2495, (1999).
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"Enantioselective Synthesis
of
-Amino Acids. 10. Preparation of Novel Disubstituted
-Amino Acids from (S)-Asparagine"
E. Juaristi, M. Balderas, H. López-Ruiz,
V.M. Jímenez-Pérez, M. L. Kaiser-Carril y Y. Ramírez-Quirós
Tetrahedron: Asymmetry, 10, 3493-3505, (1999).
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"X-ray Crystallographic Study
of Substituted Perhydropyrimidinones. Extreme Changes in Ring Conformation"
Y. Ramírez-Quirós, M. Balderas,
J. Escalante, D. Quintana, I. Gallardo, D. Madrigal, E. Molins y E. Juaristi
J. Org. Chem. 64, 8668-8680 (1999). |
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"Calorimetric, Computational
(G2(MP2) and G3) and Conceptual Study of the Energetics of the Isomeric 1,3- and 1,4 Dithianes"
J. Z. Dávalos, H. Flores,
P. Jímenez, R. Notario, M. V. Roux, E. Juaristi, R. H. Hosmane y J.
F. Liebman
Org. Chem. 64, 9328-9336 (1999).
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"Enthalpic and Entropic Contribuitions
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"
E. Juaristi, V. Labastida y S.
Antúnez
J. Org. Chem. 65, 969-973 (2000).
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"Synthesis of
-Lactams and Cyclo-
-dipeptides from
-Amino Acids. Experimental Observations and Theoretical Analysis"
J. Escalante, M.A. González-Tototzin,
J. Aviña, O. Múñoz-Múñiz y E. Juaristi
Tetrahedron, 57, 1883-1890 (2001).
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"Calorimetric and Computational
Study of 1,3,5-Trithiane"
M. V. Roux, P. Jiménez, J. Z. Dávalos,
R. Notario y E. Juaristi
J. Org. Chem. 66, 5343-5351 (2001).
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"Enantioselective Synthesis
of
-Amino Acids. Part 11: Diastereoselective Alkylation of Chiral Derivatives
of
-Aminopropionic Acid Containing the
-Phenethyl Group"
V. M. Gutiérrez-García,
H. López-Ruiz, G. Reyes-Rangel y E. Juaristi
Tetrahedron Symposia-in-Print |
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"Asymmetric Synthesis of Novel
Sterically Constrained Amino Acids"
V. J. Hruby y V. A. Soloshonok,
Editores
Tetrahedron, 57,6487 (2001). |
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"Preparation of (R)- and (S)-
-Methyldopa from a Chiral Hydantoin Containing the
-Phenylethyl Group"
J.L. León-Romo, C.I. Virués,
J. Aviña, I. Regla y E. Juaristi
Chirality (Número especial dedicado a E.L.
Eliel), 14, 144-150 (2002) |
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"Synthesis of New Chiral Derivatives
of DMPU and Examination of Their Impact on the Regip- and Enantioselectivity
of 2-(1,3-Dithianyl)lithium Addition to 2-Cyclohexen-1-one"
E. Juaristi, M. Hernández-Rodríguez,
H. López-Ruiz, J. Aviña, M. Hayakawa y D. Seebach
Helv. Chim. Acta, 85, 1999-2008
(2002). |
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"Tandem Reactions Initiated
by the Oxidative Decarboxylation of 1-Benzoyl-2(S)-tert-butyl-6(S)-carboxy-perhydropyrimidin-4-one"
M.A. Iglesias Arteaga, C.G. Avila-Ortiz y E. Juaristi
Tetrahedron Lett., 43, 5297-5300 (2002).
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“Computational
Determination of the Enthalpic and Entropic Contributions to the Conformational
Preference of Monosubstituted Cyclohexanes. Molecular Mechanics,
Semiempirical, and Density Functional Theory Methods, and Ab
Initio Calculations”
O. Muñoz-Muñiz y
E. Juaristi
J. Phys. Org. Chem., 15, 808-819 (2002).
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“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”
G. Cuevas y E. Juaristi
J. Am. Chem. Soc., 124, 13088-13096
(2002).
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“NMR and X-Ray
Crystallographic Studies of Axial and Equatorial 2-Ethoxy-2-oxo-1,4,2-oxazaphosphinane
Derivatives”
Linzaga,
J. Escalante, M. Muñoz y E. Juaristi.
Tetrahedron, 58, 8973-8978 (2002).
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“Enantioselective
Synthesis of
-Amino Acids. Part 13. Diastereoselective Alkylation of Dianions Derived from Chiral Analogs of
-Aminopropionic Acid Containing the
-Phenylethyl Group”
V.M. Gutiérrez-García,
G. Reyes-Rangel, O. Muñoz-Muñiz y E. Juaristi
Helv. Chim. Acta, 85,
4189-4199 (2002).
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“Diastereoselective
Alkylation of a Chiral 1,4-Benzodiazepine-2,5-dione Containing the a-Phenethyl
Group. Attempted Asymmetric Synthesis of
,
-Diaminopropionic Acid”
Becerril, J.L. León-Romo,
J. Aviña, E. Castellanos y E. Juaristi
ARKIVOC, (Número especial dedicado a J. Muchowski),
, 4-14 (2002).
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“Contrasting
Conformational Behavior of 5-Methylsulfonyl-1,3-dioxane and –1,3-Dithiane
in the Minimization of Steric and Electrostatic Interactions”
J.S. Cruz-Sánchez y E.
Juaristi
Tetrahedron Lett., 43, 9369-9372
(2002).
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“Reexamination of CeCl3 and InCl3 as Activators
in the Diastereoselective Mukaiyama Aldol Reaction n Aqueous
Media”
O. Muñoz-Muñiz, M. Quintanar-Audelo
y E. Juaristi
J. Org. Chem., 68, 1622-1625
(2003).
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“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”
M.V. Roux, M. Temprado, P. Jiménez,
J. Zenón Dávalos, R. Notario, R. Guzmán-Mejía
y E. Juaristi
J. Org. Chem., 68, 1762-1770 (2003).
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“Molecular Modelling
of Salt (Lithium Chloride) Effects on the Enantioselectivity of Diethylzinc
Addition to Benzaldehyde in the Presence of Chiral
-Aminoalcohols”
M. Sosa, O. Muñoz-Muñiz,
C. Anaya de Parrodi, L. Quintero-Cortés y E. Juaristi
J. Org. Chem., 68, 2369-2375 (2003).
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“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
-Amino Acids”
M.A. Iglesias-Arteaga, E. Castellanos
y E. Juaristi
Tetrahedron: Asymmetry, 14, 577-580 (2003).
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“Salt Effect on
the Conformational Behavior of 5-Substituted 1,3-Dioxanes”
E. Juaristi, G.A. Rosquete-Pina, M. Vázquez-Hernández
y A.J. Mota
Pure Appl. Chem., 75, 589-599 (2003).
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“Simple Methodology
for the Purification of Amino Acids”
A.J. Mota, E. Castellanos y E.
Juaristi
Org. Prep. Proc. Int., 35, 414-417 (2003).
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“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”
G.E. Moreno, V.M. Mastranzo, L.
Quintero, C. Anaya de Parrodi y E. Juaristi
Rev. Soc. Quím. Méx., (Número especial dedicado
a A. Romo de Vivar), 47, 127-129 (2003).
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“Heat Capacities of Thiane Sulfones and Thiane Sulfoxide.
Refining of Cp Group Values of Organosulfur Compounds and their Oxides”
M. Temprado, M.V. Roux, P. Jiménez,
R. Guzmán-Mejía, E. Juaristi y J.S. Chickos
Thermochimica Acta, 406, 9-16 (2003).
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“QCM Study
of the Aggregation of Starburst PAMAM Dendrimers on the Surface of Bare and Thiol-Modifies Gold Electrodes”
J. Manríquez, E.
Juaristi, O. Muñoz-Muñiz y L.A. Godínez
Langmuir, 19, 7315-7323 (2003).
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“An Enantioselective
Approach to the Biginelli Dihydropyridinone Condensation Reaction Using CeCl3
and InCl3 in the Presence of Chiral Ligands”.
O. Muñoz-Muñiz y
E. Juaristi
(Número Especial dedicado a la Química
Orgánica en México) Arkivoc,( xi), 16-26 (2003).
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“Preparation and
Diastereoselective Methylation of Enantiopure (S)-4-(1-Phenylethyl)-1,4-oxazin-2-ones”
M. Sosa-Rivadeneyra, L. Quintero, C.
Anaya de Parrodi, S. Bernés, E. Castellanos y E. Juaristi
Arkivoc (Número Especial dedicado a la Química
Orgánica en México), (xi), 61-71 (2003).
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“Synthesis and
Cardiovascular Activity of Metoprolol Analogs”
R. Melgar-Fernández, P. Demare,
E. Hong, J. Escalante, O. Muñoz-Muñiz, E. Juaristi y I. Regla
Bioorg. Med. Chem. Lett., 14, 191-194 (2004).
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“Use of Diamines Containing the a-Phenethyl Group as Chiral
Ligands in the Asymmetric Hydrosilylation of Prochiral
Ketones”
V.M. Mastranzo, L. Quintero,
C. Anaya de Parrodi, E. Juaristi y P.J. Walsh
Tetrahedron, 60,
1781-1789 (2004)
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“Diastereoselective
Electrophilic Animation of Chiral 1-Benzoyl-2-isopropyl-3-methyl-perhydropyrimidin-4-one
in the Asymmetric Synthesis of
-Substituted
,
-Diaminopropionic Acid”
E. Castellanos, G. Reyes-Rangel
y E. Juaristi
Helv. Chim. Acta, 87, 1016-1024
(2004).
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“Calorimetric and Computational Study of 1,3-Dithiacyclohexane
1,1-Dioxide (1,3-Dithiane Sulfone)”
M.V. Roux, M. Temprado, P. Jiménez, R. Notario, R. Guzmán-Mejía
y E. Juaristi
J. Org. Chem., 69, 1670-1675 (2004).
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“An Electrochemical
Interpretation of the Mechanism of the Chemical Decarboxylation of 6-Carboxy-perhydropyrimidin-4-ones”
M.A. Iglesias-Arteaga, E. Juaristi
y F. González
Tetrahedron, 60, 3605-3610 (2004)
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“Thermochemistry
of 1,3-Dithiacyclohexane 1-Oxide (1,3-Dithiane Sulfoxide): A Calorimetric
and Computational Study”
M.V. Roux, M.Temprado, P. Jiménez, J.Z. Dávalos, R.
Notario, L. Garrido, R. Guzmán-Mejía y E. Juaristi
J. Org. Chem., 69, 5454-5459 (2004).
|
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“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”
K. Martínez-Mayorga,
E. Juaristi y G. Cuevas
J. Org. Chem., 69, 7266-7276 (2004).
|
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“cis- and trans-N-(Benzylsulfinyl)hexahydrobenzoxazolidin-2-one
as Novel Chiral Sulfinyl Transfer Reagents”
Clara-Sosa, L. Pérez, M. Sánchez,
R. Melgar-Fernández, E. Juaristi, L. Quintero y C.Anaya
de Parrodi
Tetrahedron, 60, 12147-12152 (2004)
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“Second Edition
of Enantioselective Synthesis of
-Amino Acids:”,
E. Juaristi y V. Soloshonok, Eds.,
Wiley: New York, ISBN: 0-471-46738-3 (2005).
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“Diastereoselective Alkylation of Cyclo- -dipeptides en Route to Enantiopure
-Amino Acids”,
E. Juaristi y J. Aviña,
Pure and Appl. Chem., 77, 1235-1241 (2005).
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“Calorimetric and Computational
Study of Sulfur-Containing Six-Membered Rings”,
E. Juaristi, R. Notario y M.V. Roux,
Chem. Soc. Rev., 34, 347-354 (2005).
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“Thermophysical Study by DSC of Some Sulfur Heterocyclic Compounds:
Thiane and Thiophene Derivatives” M.
Temprado, M.V. Roux, P. Jiménez, R. Guzmán-Mejía y E. Juaristi,
Thermochim.
Acta, 441, 20-26 (2006).
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“Calorimetric and Computational Study of
1,4-Dithiacyclohexane 1,1-Dioxide (1,4-Dithiane Sulfone)”
M.V. Roux, M. Temprado, P. Jiménez, R. Notario, R. Guzmán-Mejía y E.
Juaristi,
J.
Org.
Chem.,
71, 2581-2586 (2006). |
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“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”, R. Notario, M.V. Roux, G. Cuevas, Julio Cárdenas, Verónica Leyva
y E. Juaristi,
Chem.
Phys.
Chem.,
110, 7703-7712 (2006). |
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“Enantioselective Synthesis of (R)-2-Amino-3-phosphonopropionic
Acid, (R)-AP-3, Via Diastereoselective Azidation of (4S,5R)-trans-N-[Diethoxyphosphoryl)-pripionyl]hexahydrobenzoxazolidin-2-one”
G.
Reyes-Rangel, V. Marañón, C.G. Avila-Ortiz, C. Anaya, L. Quinter y
E. Juaristi,
Tetrahedron, 62, 8404-8409 (2006). |
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“Synthesis of Novel Charal Ligands Containing the N-(S)- -Phenylethyl
Group and Their Evaluation as Activators in the Enantioselective
Addition of Et2Zn
to Benzaldehyde”, V.M. Mastranzo, E. Santacruz, G. Huelgas, E. Paz, M.V. Sosa-Rivadeneyra,
S. Bernes, E. Juaristi, L. Quintero y C. Anaya de Parrodi,
Tetrahedron: Asymmetry, 17,
1663-1670 (2006). |
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“Ejemplos Prácticos del Uso de la Resonancia
Magnética Nuclear en la Química. Lecturas para Estudiantes”
A. Ariza Castolo, V. Bakhmutov, R. Contreras, N. Farfán, A. Flores,
B. Gordillo, E. Juaristi, A. Paz, M.J. Rosales y R.L. Santillán, Cinvestav-IPN: México, (2006), ISBN: 968-9020-00-5. |
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“ -Sodium Carboxylic Acids and Other Na-C-CXYZ Compounds (Including Sodium
Enolates)”, en “Science of Synthesis”
E. Juaristi,
O. Muñoz-Muñiz y R. Melgar-Fernández,
Houben-Weyl
Methods of Molecular Transformations, George Thieme Verlag,
Stuttgart, (2006); chapter 8.2.15, pp. 1259-1284 |
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“ -Sodium Aldehydes, Ketones, and Other Na-C-CXY Compounds (Including Sodium
Enolates)”, en “Science of Synthesis”,
E. Juaristi y R.
Melgar-Fernández,
Houben-Weyl Methods of
Molecular Transformations, George Thieme Verlag, Stuttgart (2006);
capítulo 8.2.16, pp. 1285-1296. |
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"Chiral 1,2-Aminoalcohols and
1,2-Diamines Derived from Cyclohexene Oxide. Recent Applications in
Asymmetric Synthesis" C. Anaya de Parrodi y E. Juaristi, Synlett, 2699-2715 (2006). |
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“Asymmetric Allylation of Benzoyl-hydrazones Promoted by Novel C2-Symmetric
Bis-Sulfoxide Organocatalysts”
F. García-Flores, L. S. Flores-Michel y E. Juaristi, Tetrahedron Lett.,
47, 8235-8238
(2006). |
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“Un Camino Marcado
por la Curiosidad,
la Obstinación y la Casualidad”
E. Juaristi y L. García-Colín,
El Colegio Nacional: México (2006),
ISBN: 970-640-321-3. |
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“Chiral 1,2-Aminoalcohols
and 1,2-Diamines Derived from Cyclohexene Oxide. Recent Applications
in Asymmetric Synthesis” C. Anaya de Parrodi y E. Juaristi, Synlett, 2699-2715 (2006) |
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“Dioxa-, Oxathia- and
Dithiazines”, en Comprehensive HeterocyclicChemistry III,
Elservier, E. Juaristi, B.R.Díaz y J.L.
Olivares,
Oxford, (2007); capítulo 9.10, pp. |
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“Enantioselective
Amination of -Phenyl -Cyanoacetate Catalyzed by Chiral Amines
Incorporating the -Phenylethyl Auxiliary”
Y. Liu, R. Melgar-Fernández y E. Juaristi, J. Org. Chem.,
72,
1522-1525 (2007).
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“ -Amino Acid Analogs of an
Insect Neuropeptide Feature Potent Bioactivity and Resistance to
Peptidase Hydrolysis” P. Zubrzak, H. Williams, G.M. Coast, R.E. Isaac, G. Reyes-Rangel, E.
Juaristi, J. Zabrocki y R.J. Nachman, Biopolymers, Peptide Science,
88, 76-82
(2007). |
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“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” E. Bustos Bustos, M.G. García Jiménez, B.R. Díaz-Sánchez, E.
Juaristi y L.A. Godínez, Talanta, 72, 1586-1592 (2007). |
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“The Role of Alkali and Alkaline
Earth Metal Ions on the Hydrolysis of 2-Ferrocenyl-1,3-dioxane
in Acetonitrile Solutions” E. Navarro, F.J. González, P.D. Astudillo, M. Vázquez-Hernández, M.
Hernández-Rodríguez y E. Juaristi, Polish J. Chem., 81, 921-930 (2007) |
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“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”
B.R.
Díaz-Sánchez, M.A. Iglesias-Arteaga, R. Melgar-Fernández y E.
Juaristi, J. Org.
Chem., 72, 4822-4825 (2007). |
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“Structurally Simple Chiral
Thioureas as Chiral Solvating Agents in the Enantiodiscrimination of
Carboxylic Acids” M. Hernández-Rodríguez y E. Juaristi, Tetrahedron,
63, 7673-7678 (2007). |
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“Preparation of
Chiral Derivatives of -Alanine Containing the -Phenylethyl Group:
Useful Starting Materials for the Asymmetric Synthesis of -Amino
Acids” R. Guzmán-Mejía, G. Reyes-Rangel y E. Juaristi, Nature Protocols,
2, 2759-2766 (2007). |
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“Synthesis and Dynamics of Atropisomeric
(S)-N-( -Phenylelthyl)benzamides”
G. Huelgas, S. Bernés, M. Sánchez, L.
Quintero, E. Juaristi, C. Anaya de Parrodi y P.J. Walsh,
Tetrahedron, 63, 12655-12664 (2007). |
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“Manifestations of Stereoelectronic
Interactions in 1JC-H One Bond Coupling Constants”
E. Juaristi y G. Cuevas, Acc. Chem. Res.,
40, 961-970 (2007). |
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“Synthesis of Novel Derivatives of
(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane and their Evaluation as
Potential Ligands in Asymmetric Catalysis”
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
, Eur. J. Org. Chem., 655-672 (2008). |
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“Minimization of Lateral Repulsive
Interactions Between -Cyclodextrine Adsorbed on the Ferrocene-PAMAM
Dendrimers Modified Electrodes”
E. Bustos Bustos, G. Reyes-Rangel, B.R.
Díaz-Sánchez, J. Manríquez Rocha, E. Juaristi, T.W. Chapman y L.A.
Godínez,
J. Braz. Chem. Soc., 19, 1010-1016 (2008). |
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“Solid Phase Synthesis of Novel
/ -Tetrapeptides
and Electrospray Ionization Mass Spectrometric Evaluation of Their
Metal Cation Complexation Behavior”
Y. Bandala, I.A. Rivero, T. González, J. Aviña,
y E. Juaristi,
J. Phys. Org. Chem., 21, 349-358 (2008). |
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“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”
S. Taneja-Bageshwar, A. Strey, P.
Zubrzak, H. Williams, G. Reyes-Rangel, E. Juaristi, P. Pietrantonio
y R.J. Nachman,
Peptides, 29, 302-309 (2008). |
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“Application of
(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane Derivatives in Asymmetric
Organocatlysis: the Biginelli Reaction”
R. González-Olvera, P. Demare, I. Regla y E.
Juaristi,
Arkivoc, Número Especial de Homenaje al Prof. Torbjorn Norin, vi,
61-72 (2008). |
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“Synthesis of Novel Chiral (Thio) Ureas and
their Application as Organocatalysts in Asymmetric Synthesis”
M. Hernández-Rodríguez, C.G. Avila-Ortiz,
J. Martín del Campo, D. Hernández-Romero, M.J. Rosales-Hoz y E.
Juaristi,
Australian J. Chem., 61, 364-375 (2008). |
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“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”
J.L. Olivares-Romero y E. Juaristi,
Tetrahedron, 64, 9992-9998 (2008). |
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“Enantioselective Synthesis of -Amino
Acids Using Hexahydrobenzoxazolidi-nones as Chiral Auxiliaries”
G. Reyes-Rangel, E. Jiménez-González, J.L.
Olivares-Romero y E. Juaristi,
Tetrahedron: Asymmetry, 2839 - 2849 (2008) |
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“Ernest L. Eliel (1921-2008)”
E. Juaristi y G. Delgado Lamas, Bol.
Soc. Quím. Méx., 2, 127-130 (2008).
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“Aplicaciones de las Microondas en
Química y en Biología” Juaristi,
Coordinador, El Colegio Nacional: México (2009),
ISBN: 978-607-7360-31-9.
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“Enantioselective Recognition of Alanine in Solution with Modified
Gold Electrodes Using Chiral PAMAM Dendrimers G4.O”,
E. Bustos, J.E. García, Y. Bandala, L.A. Godínez
y E. Juaristi, Talanta, 78,
1352-1358 (2009).
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“Recent Developments in the Synthesis of
-Amino Acids”, en “Amino Acids, Peptides and Proteins in Organic
Chemistry”, Y. Bandala y E.
Juaristi, A.B. Hughes, Ed., Wiley-VCH: Weinheim, 2009; Chapter,
pp. 291-366.
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“Metodologėas Optimizadas en Síntesis Orgánica Aplicando
Microondas”, en “Aplicaciones de las Microondas en Quėmica y en
Biologėa”, Y. Bandala, R. Melgar-Fernández, R. Guzmán-Mejėa, J.L.
Olivares-Romero, B.R. Díaz-Sánchez, R. González-Olvera y E.
Juaristi, El Colegio Nacional: México (2009); Capėtulo
8, pp.
115-127.
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"A Mnemonics for Baldwin's
Rules for Ring Closure"
Eusebio Juaristi* and Gabriel Cuevas*.
4 Rev. Soc. Quím. Méx. Vol. 36 No. 1, pag. 48 1992
Trabajo de Educación Química
Several years ago, J. E. Baldwin suggested a set of rules
to be used in predicting the relative facility of different ring closures1.
In order to discuss the several possibilities, a numerical prefix denotes
the ring size; i.e., the number of a toms constituting the skeleton of the
cycle. In addition, the ring-forming process is distinguished as exo or
endo depending on whether the breaking bond is exocyclic or endocyclic to
the formed ring (Scheme 1), and the suffixes dig, trig and tet indicate the
geometry of the atom giving rise to the new bond (A in scheme 1).
The proposed rules1 are as follows:
Scheme 1
Scheme 2
These rules have found widespread acceptances2;
nevhertheless, with the impression that in spite of their simplicity they
are easily forgotten, we would like to propose the mnemonics depicted in
Scheme 2 to facilitate their use. The engine compartment and the passenger
cabin are easily associated with the exo and endo modes, ring size increases
from the front to the rear of the truck, and the terms dig, trig and tet
are accomodated sequentially in the front wheel, footboard and back wheel,
respectively. Of course, the stop sign reminds us that all these ring closures
are disfavoured.
References
- Baldwin, J. E. J. Chem. Soc., Chem. Commun., 1976,
734.
- See, for example:
(a) Baldwin, J. E.; Lusch, M. J. Tetrahedron l982, 38, 2939.
(b) Beak, P.; Basha, A,.; Kokko, B.; Loo, D. J. Am. Chem. Soc.,
1986, 108, 6016.
(c) García, H.; Ibarraa, S.; Primo J.; Miranda, M. A. J. Org.
Chem., 1986, 51, 4432.
(d) Williams, R. M.., Maruyama, L. K. J. Org. Chem., 1987,
52, 4044.
(e) Clive, D. L. J., Chesshire, D. R. J. Chem. Soc., Chem. Commun.,
1987, 1520.
(f) Brennan, C. M., Johnson, C. D.; Mcdonnell, P. D. J. Chem. Soc.,
Perkin Trans. II, 1989, 957.
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