José Mario Ordoñez Palacios
Doctorado en Química
Profesor- Titular C
SNI: Nivel III
Líneas de Investigación: Síntesis asimétrica de ácidos aminofosfónicos.
Laboratorio de Diseño y Síntesis de Compuestos Bioactivos
Cuerpo Académico: Síntesis Orgánica
palacios@uaem.mx | Teléfono: +52 777 329 79 97 Ext.6007
ORCID: 0000-0001-9395-7079 | Scopus Author ID: 55993652700 |
2024
104. Hernández-Fernández, J., Tiempos-Flores, N., Ordóñez, M., Rivas-Galindo, V. M., López-Cortina, S., García-Álvarez, K. G., & Hernández-Fernández, E. (2024). Microwave-Assisted Hydrolysis of Ethyl Azolylacetates and Cinnamates with K 2 CO 3 : Synthesis of Potassium Carboxylates. ACS Omega. https://doi.org/10.1021/acsomega.4c05596
103. Morales-Solís, J. C., Ordoñez, M., & Viveros-Ceballos, J. L. (2024). Stereodivergent Synthesis of the Four Stereoisomers of Diethyl 4-Hydroxyphosphopipecolate from Ethyl (R)-4-Cyano-3-hydroxybutanoate. Synthesis, 56(16), 2588–2594. https://doi.org/10.1055/a-2329-4214
102. Hernández-Benítez, R. I., Viveros-Ceballos, J. L*., Ordoñez, M*., & Labastida-Galván, V. (2024). Stereocontrolled Synthesis of Phosphoproline Analogues Containing a trans -Fused Octahydroindole Bicyclic System. The Journal of Organic Chemistry, 89(7), 4916–4922. https://doi.org/10.1021/acs.joc.4c00124
101. Morales-Solís, J. C., Ordóñez, M.,* Argüello-Velasco, R. O., Viveros-Ceballos, J. L., & Labastida-Galván, V. (2024). Stereodivergent Synthesis of rac-cis- and rac-trans-4-Hydroxyphosphopipecolic Acids. Synthesis, 56(05), 871–877. https://doi.org/10.1055/a-2211-2343
2023
99. Bello-Vargas, E., Leyva-Peralta, M. A., Gómez-Sandoval, Z., Ordóñez, M.*, & Razo-Hernández, R. S.* (2023). A Computational Method for the Binding Mode Prediction of COX-1 and COX-2 Inhibitors: Analyzing the Union of Coxibs, Oxicams, Propionic and Acetic Acids. Pharmaceuticals, 16(12), 1688. DOI:10.3390/ph16121688
98. Morales-Solís, J. C., Ordoñez, M*., Argüello-Velasco, R. O., Viveros-Ceballos, J. L., & Labastida-Galván, V. (2023). Stereodivergent synthesis of rac cis- and trans-4-hydroxyphosphopipecolic acids. Synthesis. DOI: 10.1055/a-2211-2343
2022
97. Ordónez, M.*, Argüello-Velasco, R. O., Romero-Estudillo, I., Labastida-Galván, V., & Miranda-Blancas, T. (2023). First stereoselective synthesis of diethyl cis- and trans-(4-hydroxy-1,2,3,4-tetrahydroquinolin-2-yl) phosphonates and ethyl phenylphosphinates from quinolin-4(1H)-one. Synthesis. DOI: 10.1055/a-2164-2075
96. Patil, D. B., Gámez‐Montaño, R., Ordoñez, M., Solis‐Santos, M., Jiménez‐Halla, J. O. C., & Solorio‐Alvarado, C. R*. (2022). Iodine(III)‐Mediated Electrophilic Chlorination and Catalytic Nitration of N ‐Tosyl Anilines. European Journal of Organic Chemistry, 2022(47). DOI: 10.1002/ejoc.202201295
95. Niño‐Pantoja, I.; Gallardo‐Alfonzo, A.; Solis‐Santos, M.; Ordoñez, M.; Contreras‐Celedón, C.;
Islas‐Jácome, A.; Chacón‐García, L.; Cortés‐García, C. J*. Synthesis of 1,5‐Disubstituted
Tetrazole−Indolizine Bis ‐Heterocycles and Their Copper (II) Recognizing Properties. European J.
Org. Chem. 2022. DOI: 10.1002/ejoc.202200230.
94. García, Á. L.; Ochoa-Terán, A*.; Tirado-Guízar, A.; Jara-Cortés, J.; Pina-Luis, G.; Ortega, H. S.; Labastida-Galván, V.; Ordoñez, M.; Peón, J. Experimental and Theoretical Study of Novel Aminobenzamide–aminonaphthalimide Fluorescent Dyads with a FRET Mechanism. RSC Adv. 2022, 12 (10), 6192–6204. DOI:10.1039/D1RA09278B.
93. Argüello-Velasco, R. O.; Morales-Solís, J. C.; Muñoz-Vidales, M.; Viveros-Ceballos, J. L.; Romero-Estudillo, I.; Ordóñez, M*. An Efficient Synthesis of Cis-4-Hydroxyphosphonic and Cis-4-Hydroxyphosphinic Analogs of Pipecolic Acid from Cyclic Enaminones. Amino Acids 2022, 54 (2), DOI: 10.1007/s00726-022-03124-w.
2021
92. Marbán-González, A.; Maravilla-Moreno, G.; Vazquez-Chavez, J.; Hernández-Rodríguez, M.; Razo-Hernández, R. S.; Ordóñez, M.; Viveros-Ceballos, J. L*. Stereocontrolled Synthesis of Enantiopure Cis -Fused Octahydroisoindolones via Chiral Oxazoloisoindolone Lactams. J. Org. Chem. 2021, acs.joc.1c01757.DOI:10.1021/acs.joc.1c01757
91. Solis-Santos M., Ordóñez M.*, Ochoa-Terán A., Morales-Cueto R., Labastida-Galván V., Synthesis of phthalimides, isoindolin-1-ones and isoindolines bearing aminobenzoic acids as a new fluorescent compounds, J. Photochem. Photobiol. A Chem. 413 (2021) 113185. https://doi.org/10.1016/j.jphotochem.2021.113185
90. Castro-Riquelme C.L., Ochoa-Terán A.*, Roldán-Villegas I.Y., Trujillo-Navarrete B., Miranda-Soto V., Pérez-Sicairos S., Pina-Luis G., Reynoso-Soto E.A., Labastida-Galván V., Ordoñez M., Versatile optical response of pyridylalkyl naphthalenediimides in the interaction with metal ions, J. Mol. Struct. 1236 (2021) 130277. https://doi.org/10.1016/j.molstruc.2021.130277
PUBLICACIONES EN LIBROS (CAPÍTULOS)
3. García Barradas, O., Mendoza López, María Remedios; Ordoñez, Mario; Biotransformación Microbiana de Moléculas Orgánicas. Capítulo 14. En “BIOTECNOLOGÍA MICROBIANA Aplicaciones Energéticas, Ambiantales y Alternativas” Editado por: Rosalba Argumedo Delira, Gabriela Sánchez Viveros, Alejandro Alarcón, Jessica Viridiana García Meza. Quehacer científico y tecnológico, Universidad Veracruzana, 2018.
2. Ordóñez, M.*; Viveros‐Ceballos, J. L.; Estudillo, I. R. Stereoselective Synthesis of α‐Aminophosphonic Acids through Pudovik and Kabachnik‐Fields Reaction. In Amino Acid – New Insights and Roles in Plant and Animal; InTech, 2017. DOI: 10.5772/intechopen.68707
(Book Chapter)
1. Juaristi, E.; Ordoñez, M. Conformational Preference of the Sulfinyl Group in Six-Membered Heterocycles. Organosulfur Chem. 1998, 2, 63–95. DOI: 10.1016/S1099-8268(98)80006-1
ARTÍCULOS EN REVISTAS INDEXADAS
2021
92. Marbán-González, A.; Maravilla-Moreno, G.; Vazquez-Chavez, J.; Hernández-Rodríguez, M.; Razo-Hernández, R. S.; Ordóñez, M.; Viveros-Ceballos, J. L*. Stereocontrolled Synthesis of Enantiopure Cis -Fused Octahydroisoindolones via Chiral Oxazoloisoindolone Lactams. J. Org. Chem. 2021, acs.joc.1c01757.DOI:10.1021/acs.joc.1c01757
91. Solis-Santos M., Ordóñez M.*, Ochoa-Terán A., Morales-Cueto R., Labastida-Galván V., Synthesis of phthalimides, isoindolin-1-ones and isoindolines bearing aminobenzoic acids as a new fluorescent compounds, J. Photochem. Photobiol. A Chem. 413 (2021) 113185. https://doi.org/10.1016/j.jphotochem.2021.113185
90. Castro-Riquelme C.L., Ochoa-Terán A.*, Roldán-Villegas I.Y., Trujillo-Navarrete B., Miranda-Soto V., Pérez-Sicairos S., Pina-Luis G., Reynoso-Soto E.A., Labastida-Galván V., Ordoñez M., Versatile optical response of pyridylalkyl naphthalenediimides in the interaction with metal ions, J. Mol. Struct. 1236 (2021) 130277. https://doi.org/10.1016/j.molstruc.2021.130277
89. Viveros-Ceballos, J. L.*; Matías-Valdez, L. A.; Sayago, F. J.; Cativiela, C.; Ordóñez, M.* New Approaches towards the Synthesis of 1,2,3,4-Tetrahydro Isoquinoline-3-Phosphonic Acid (TicP). Amino Acids 2021 DOI: 10.1007/s00726-021-02962-4
2020
88. Cuevas, F.; Saavedra, C. J.; Romero‐Estudillo, I.*; Boto, A.*; Ordóñez, M.; Vergara, I. Structural Diversity Using Hyp “Customizable Units” : Proof‐of‐Concept Synthesis of Sansalvamide‐Related Antitumoral Peptides. European J. Org. Chem. 2021, 2021 (6), 933–943 DOI: 10.1002/ejoc.202001427
2019
87. Cativiela, C.; Ordóñez, M.*; Viveros-Ceballos, J. L. Stereoselective Synthesis of Acyclic α,α-Disubstituted α-Amino Acids Derivatives from Amino Acids Templates. Tetrahedron 2019, 130875 DOI: 10.1016/j.tet.2019.130875
86. García-Elías, J.; Ochoa-Terán, A.; Yatsimirsky, A. K.; Santacruz Ortega, H.; Ochoa-Lara, K.; López-Martínez, L. M.; Castro-Riquelme, C. L.; García, Á. L.; Madrigal-Peralta, D.; Labastida-Galván, V.; Ordoñez, M. Synthesis and Anion Recognition Studies of New Oligomethylene Bis(Nitrophenylureylbenzamide) Receptors. RSC Adv. 2019, 9 (67), 39147–39162 DOI: 10.1039/C9RA05783H
85. Ordóñez, M.*; Palillero-Cisneros, A.; Labastida-Galván, V.; Terán-Vázquez, J. L. Practical Synthesis of 3-(2-Arylethylidene)Isoindolin-1-Ones (Analogues of AKS-182) and 3-(2-Arylethylidene)Isobenzofuran-1(3H)-Ones. Tetrahedron 2019, 130838 DOI: 10.1016/j.tet.2019.130838
84. Lopéz-Martínez, L. M.; García-Elías, J.; Ochoa-Terán, A.*; Ortega, H. S.; Ochoa-Lara, K.*; Montaño-Medina, C. U.; Yatsimirsky, A. K.; Ramírez, J. Z.; Labastida-Galván, V.; Ordoñez, M. Synthesis, Characterization and Anion Recognition Studies of New Fluorescent Alkyl Bis(Naphthylureylbenzamide)-Based Receptors. Tetrahedron 2019, 130815 DOI: 10.1016/j.tet.2019.130815
83. Hernández-Moreno, J. T.; Romero-Estudillo, I.; Cativiela, C.; Ordóñez, M.* Practical Synthesis of 1,2,3,4-Tetrahydroisoquinoline-1-Phosphonic and -1-Phosphinic Acids through Kabachnik–Fields and Aza-Pudovik Reaction. Synthesis (Stuttg). 2019 DOI: 10.1055/s-0039-1690755
82. Ordóñez, M.*; Torres-Hernández, F.; Viveros-Ceballos, J. L. Highly Diastereoselective Synthesis of Cyclic α-Aminophosphonic and α-Aminophosphinic Acids from Glycyl- <scp>l</Scp> -Proline 2,5-Diketopiperazine. European J. Org. Chem. 2019, 2019 (44), 7378–7383 DOI: 10.1002/ejoc.201901439
81. Romero-Estudillo, I.; Viveros-Ceballos, J. L.; Cazares-Carreño, O.; González-Morales, A.; de Jesús, B. F.; López-Castillo, M.; Razo-Hernández, R. S.; Castañeda-Corral, G.*; Ordóñez, M.* 000Synthesis of New α-Aminophosphonates: Evaluation as Anti-Inflammatory Agents and QSAR Studies. Bioorg. Med. Chem. 2019, 27 (12), 2376–2386. DOI: 10.1016/j.bmc.2018.12.041
80. Argüello‐Velasco, R. O.; Sánchez‐Muñoz, G. K.; Viveros‐Ceballos, J. L.; Ordóñez, M.*; Kafarski, P.* A Straightforward Synthesis of Six‐Membered‐Ring Heterocyclic Α‐Aminophosphonic Acids from N ‐Acyliminium Ions. J. Heterocycl. Chem. 2019, 56 (7), 2068–2073. DOI: 10.1002/jhet.3593
79. Argüello-Velasco, R. O.; Dziuk, B.; Zarychta, B.; Ordóñez, M.*; Kafarski, P.* Reactions of Piperazin-2-One, Morpholin-3-One, and Thiomorpholin-3-One with Triethyl Phosphite Prompted by Phosphoryl Chloride: Scope and Limitations. ACS Omega 2019, 4 (5), 9056–9064. DOI: 10.1021/acsomega.9b01137
78. Ordoñez, M.*; La UAEM, una de las mejores universidades públicas estatales del país. DOI: 10.30973/inventio/2018.14.34
2018
77. Alatorre-Barajas, J. A.; Ramírez-Zatarain, S. D.; Ochoa-Terán, A.*; Cordova, J.*; Reynoso-Soto, E. A.; Chávez, D.; Miranda-Soto, V.; Labastida-Galván, V.; Ordoñez, M. An Efficient Method for the Synthesis of New Non-Symmetrical Naphthalenediimides. ChemistrySelect 2018, 3 (42), 11943–11949. DOI: 10.1002/slct.201802168
76. Palillero-Cisneros, A.; Bedolla-Medrano, M.; Ordóñez, M.* Efficient PhB(OH) 2 -Catalyzed One-Pot Synthesis of 3-Substituted Isoindolin-1-Ones and Isobenzofuran-1(3 H )-Ones under Solvent Free Conditions. Tetrahedron 2018, 74 (31), 4174–4181. DOI: 10.1016/j.tet.2018.05.086
75. Díaz-Quiroz, D. C.; Cardona-Félix, C. S.; Viveros-Ceballos, J. L.; Reyes-González, M. A.; Bolívar, F.; Ordoñez, M.; Escalante, A.* Synthesis, Biological Activity and Molecular Modelling Studies of Shikimic Acid Derivatives as Inhibitors of the Shikimate Dehydrogenase Enzyme of Escherichia Coli. J. Enzyme Inhib. Med. Chem. 2018, 33 (1), 397–404. DOI: 10.1080/14756366.2017.1422125
2017
74. Cervera-Villanueva, J. M. J.; Viveros-Ceballos, J. L.; Ordóñez, M.* First Practical Synthesis of Novel 1-Phosphonylated pyrrolo[1,2- a ]Pyrazine Derivatives. Heteroat. Chem. 2017, 28 (5), e21398. DOI: 10.1002/hc.21398
73. Moreno-Valle, B.; Aguilar-Martínez, M.; Ochoa-Terán, A.*; Martínez-Quiroz, M.; Miranda-Soto, V.; García-Elías, J.; Ochoa-Lara, K.; Labastida-Galván, V.; Ordoñez, M. Synthesis and Anion Recognition Studies of New Ureylbenzamide-Based Receptors. Supramol. Chem. 2018, 30 (1), 9–19. DOI: 10.1080/10610278.2017.1350676
72. Ordóñez, M.*; Viveros-Ceballos, J. L.; Sayago, F. J.; Cativiela, C.* Stereoselective synthesis of α-amino-H-phosphinic acids and derivatives. Synthesis 2017, 49, 987-997. DOI: 10.1055/s-0036-1588617
71. Viveros-Ceballos, J. L.*; Martínez-Toto, E. I.; Eustaquio-Armenta, C.; Cativiela, C.; Ordóñez, M.* First and Highly Stereoselective Synthesis of Both Enantiomers of Octahydroindole-2-Phosphonic Acid (Oic P). European J. Org. Chem. 2017, 2017 (45), 6781–6787. DOI: 10.1002/ejoc.201701330
70. Avalos-Alanís, F. G.; Hernández-Fernández, E.*; Carranza-Rosales, P.*; López-Cortina, S.; Hernández-Fernández, J.; Ordóñez, M.; Guzmán-Delgado, N. E.; Morales-Vargas, A.; Velázquez-Moreno, V. M.; Santiago-Mauricio, M. G. Synthesis, Antimycobacterial and Cytotoxic Activity of Α,β-Unsaturated Amides and 2,4-Disubstituted Oxazoline Derivatives. Bioorg. Med. Chem. Lett. 2017, 27 (4), 821–825. DOI: 10.1016/j.bmcl.2017.01.024
2016
69. Ordóñez, M.*; Viveros-Ceballos, J.; Sayago, F.; Cativiela, C.* Stereoselective Synthesis of α-Amino-H-Phosphinic Acids and Derivatives. Synthesis (Stuttg). 2016, 49 (5), 987–997. DOI: 10.1055/s-0036-1588617
68. Viveros‐Ceballos, J. L.; Ordóñez, M.*; Sayago, F. J.; Jiménez, A. I.; Cativiela, C.* First Synthesis of (R)‐and (S)‐1, 2, 3, 4‐Tetrahydroisoquinoline‐3‐phosphonic Acid (TicP) Using a Pictet–Spengler Reaction. European J. Org. Chem. 2016, 2016 (15), 2711–2719. DOI: 10.1002/ejoc.201600313
67. Viveros-Ceballos, J. L.; Ordóñez, M.*; Sayago, F. J.; Cativiela, C.* Stereoselective Synthesis of α-Amino-C-Phosphinic Acids and Derivatives. Molecules 2016, 21 (9), 1141. DOI: 10.3390/molecules21091141
66. Ramírez‐Marroquín, O. A.; Romero‐Estudillo, I.; Viveros‐Ceballos, J. L.; Cativiela, C.; Ordóñez, M.* Convenient Synthesis of Cyclic α‐Aminophosphonates by Alkylation–Cyclization Reaction of Iminophosphoglycinates Using Phase‐Transfer Catalysis. European J. Org. Chem. 2016, 2016 (2), 308–313. DOI: 10.1002/ejoc.201501203
65. Ordóñez, M.*; Cativiela, C.*; Romero-Estudillo, I. An Update on the Stereoselective Synthesis of γ-Amino Acids. Tetrahedron: Asymmetry 2016, 27 (20), 999–1055. DOI: 10.1016/j.tetasy.2016.08.011
64. Ordóñez, M.*; Arizpe, A.; Sayago, F. J.; Jiménez, A. I.; Cativiela, C.* Practical and Efficient Synthesis of α-Aminophosphonic Acids Containing 1, 2, 3, 4-Tetrahydroquinoline or 1, 2, 3, 4-Tetrahydroisoquinoline Heterocycles. Molecules 2016, 21 (9), 1140. DOI: 10.3390/molecules21091140
63. Landey-Álvarez, M. A.; Ochoa-Terán, A.*; Pina-Luis, G.; Martínez-Quiroz, M.; Aguilar-Martínez, M.; Elías-García, J.; Miranda-Soto, V.; Ramírez, J.-Z.; Machi-Lara, L.; Labastida-Galván, V. Novel Naphthalimide–aminobenzamide Dyads as OFF/ON Fluorescent Supramolecular Receptors in Metal Ion Binding. Supramol. Chem. 2016, 1–15. DOI: 10.1080/10610278.2016.1149180
62. Cervera‐Villanueva, J. M. J.; Viveros‐Ceballos, J. L.; Linzaga‐Elizalde, I.; Ordóñez, M.* Practical Synthesis of Novel Phosphonopeptides Containing AibP. J. Pept. Sci. 2016, 22 (2), 70–75. DOI: 10.1002/psc.2841
2015
61. Viveros‐Ceballos, J. L.; Sayago, F. J.; Cativiela, C.*; Ordóñez, M.* First Practical and Efficient Synthesis of 3‐Phosphorylated β‐Carboline Derivatives Using the Pictet–Spengler Reaction. European J. Org. Chem. 2015, 2015 (5), 1084–1091. DOI: 10.1002/ejoc.201403418
60. Salgado-Escobar, O.; Chavelas-Hernández, L.; Domínguez-Mendoza, B. E.*; Linzaga-Elizalde, I.*; Ordoñez, M.* Synthesis of Chiral 1, 4, 2-Oxazaphosphepines. Molecules 2015, 20 (8), 13794–13813. DOI: 10.3390/molecules200813794
59. Ordonez, M.*; Viveros-Ceballos, J. L.; Cativiela, C.*; Sayago, F. J. An Update on the Stereoselective Synthesis of α-Aminophosphonic Acids and Derivatives. Tetrahedron 2015, 71 (12), 1745–1784. DOI: 10.1016/j.tet.2015.01.029
58. Montoya-Balbás, I. J.; Valentín-Guevara, B.; López-Mendoza, E.; Linzaga-Elizalde, I.*; Ordoñez, M.; Román-Bravo, P. Efficient Synthesis of β-Aryl-γ-Lactams and Their Resolution with (S)-Naproxen: Preparation of (R)-and (S)-Baclofen. Molecules 2015, 20 (12), 22028–22043. DOI: 10.3390/molecules201219830
57. Hernández-Fernández, E.*; Sánchez-Lara, P. P.; Ordóñez, M.*; Ramírez-Marroquín, O. A.; Avalos-Alanís, F. G.; López-Cortina, S.; Jiménez-Pérez, V. M.; Ibarra-Rivera, T. R. Synthesis of β-Hydroxyacetamides from Unactivated Ethyl Acetates under Base-Free Conditions and Microwave Irradiation. Tetrahedron: Asymmetry 2015, 26 (1), 73–78. DOI: 10.1016/j.tetasy.2014.11.015
56. Corona‐Armenta, A. T.; Ordoñez, M.; López, J. A.; Cervantes, J.; Serrano, O.* Synthesis and Characterization of m‐Terphenyl (1, 3‐Diphenylbenzene) Compounds Containing Trifluoromethyl Groups. Helv. Chim. Acta 2015, 98 (3), 359–367. DOI: 10.1002/hlca.201400214
2014
55. Reyes-González, M. Á.; Zamudio-Medina, Á.; Ramírez-Marroquín, O. A.; Ordóñez, M.* Synthesis of 3-Alkylideneisoindolinones and Isoindolones by a Horner–Wadsworth–Emmons Reaction. Monatshefte für Chemie-Chemical Mon. 2014, 145 (6), 1001–1007. DOI: 10.1007/s00706-013-1146-9
54. Ochoa-Terán, A.; Estrada-Manjarrez, J.; Martínez-Quiroz, M.; Landey-Álvarez, M. A.; Alcántar Zavala, E.; Pina-Luis, G.; Santacruz Ortega, H.; Gómez-Pineda, L. E.; Ramírez, J.-Z.; Chávez, D. A Novel and Highly Regioselective Synthesis of New Carbamoylcarboxylic Acids from Dianhydrides. Sci. World J. 2014, 2014. DOI: 10.1155/2014/725981
53. Bonilla-Landa, I.; Viveros-Ceballos, J. L.; Ordóñez, M.* Diastereoselective Synthesis of Novel 5-Substituted Morpholine-3-Phosphonic Acids: Further Exploitation of N-Acyliminium Intermediates. Tetrahedron: Asymmetry 2014, 25 (6), 485–487. DOI: 10.1016/j.tetasy.2014.02.014
52. Bedolla-Medrano, M.; Hernández-Fernández, E.; Ordóñez, M.* Phenylphosphonic Acid as Efficient and Recyclable Catalyst in the Synthesis of α-Aminophosphonates under Solvent-Free Conditions. Synlett 2014, 25 (8), 1145–1149. DOI: 10.1055/s-0033-1341069
2013
51. Claudio-Catalán, M. Á.; Reyes-González, M. Á.; Ordóñez, M.* A Versatile Synthesis of Bicyclic Lactams from 1, 8-Naphthalaldehydic Acid: An Extension of Meyers’ Method. ARKIVOC 2013, 4, 413–423. Online
2012
50. Tibhe, G. D.; Bedolla-Medrano, M.; Cativiela, C.; Ordóñez, M.* Phenylboronic Acid as Efficient and Eco-Friendly Catalyst for the One-Pot, Three-Component Synthesis of α-Aminophosphonates under Solvent-Free Conditions. Synlett 2012, 23 (13), 1931–1936. DOI: 10.1055/s-0032-1316558
49. Reyes-González, M. A.; Zamudio-Medina, A.; Ordóñez, M.* Practical and High Stereoselective Synthesis of 3-(Arylmethylene) Isoindolin-1-Ones from 2-Formylbenzoic Acid. Tetrahedron Lett. 2012, 53 (43), 5756–5758. DOI: 10.1016/j.tetlet.2012.08.040
48.Ordóñez, M.*; Tibhe, G. D.; Zamudio-Medina, A.; Viveros-Ceballos, J. L. An Easy Approach for the Synthesis of N-Substituted Isoindolin-1-Ones. Synthesis (Stuttg). 2012, 44 (4), 569–574. DOI:10.1055/s-0031-1289680
47. Ordóñez, M.*; Sayago, F. J.; Cativiela, C.* Synthesis of Quaternary α-Aminophosphonic Acids. Tetrahedron 2012, 68 (32), 6369–6412. DOI: 10.1016/j.tet.2012.05.008
46. Ordonez, M.; Luis Viveros-Ceballos, J.; Cativiela, C.; Arizpe, A. Stereoselective Synthesis of α-Aminophosphonic Acids Analogs of the 20 Proteinogenic α-Amino Acids. Curr. Org. Synth. 2012, 9 (3), 310–341. DOI: 10.2174/157017912801270595
45. Cativiela, C.; Ordóñez, M.* Microwave-Assisted High Diastereoselective Synthesis of α-Aminophosphonates under Solvent and Catalyst Free-Conditions. 2012. Online
2011
44. Morales-Nava, R.; Fernández-Zertuche, M.*; Ordóñez, M. Microwave-Assisted Improved Synthesis of Oxazolidin-2-Ones, Oxazolidine-2-Thiones and Thiazolidine-2-Thione Chiral Auxiliaries. Molecules 2011, 16 (10), 8803–8814. DOI: 10.3390/molecules16108803
43. Cervantes-González, J.; Lagunas-Rivera, S.; Ordóñez, M. Reversal Diastereoselectivity in the Benzylation of Phosphonopropanoamides. Phosphorus. Sulfur. Silicon Relat. Elem. 2011, 186 (4), 707–711. DOI:10.1080/10426507.2010.522638
42. Borikar, S. P.; Paul, V.*; Puranik, V. G.; Sathe, V. T.; Lagunas-Rivera, S.; Ordónez, M.* First Total Synthesis of 5-Hydroxy-3-Methyl-4-Propylsulfanyl-5H-Furan-2-One: A Cancer Chemopreventive Agent. Synthesis (Stuttg). 2011, 2011 (10), 1595–1598. DOI:10.1055/s-0030-1260004
41. Balbás, I. M.; Mendoza, B. E. D.; Fernández-Zertuche, M.; Ordoñez, M.; Linzaga-Elizalde, I.* Synthesis of Cis-and Trans-3-Aminocyclohexanols by Reduction of β-Enaminoketones. Molecules 2011, 17 (1), 151–162. DOI: 10.3390/molecules17010151
40. Arizpe, A.; Sayago, F. J.; Jiménez, A. I.; Ordóñez, M.; Cativiela, C.* Synthesis of Phosphoproline Derivatives with an Octahydroisoindole Structure. European J. Org. Chem. 2011, 2011 (33), 6732–6738. DOI: 10.1002/ejoc.201101014
39. Arizpe, A.; Sayago, F. J.; Jiménez, A. I.; Ordóñez, M.*; Cativiela, C.* Stereodivergent Synthesis of Two Novel α‐Aminophosphonic Acids Characterised by a cis‐Fused Octahydroindole System. European J. Org. Chem. 2011, 2011 (16), 3074–3081. DOI: 10.1002/ejoc.201100229
2010
38. Ordóñez, M.*; Lagunas-Rivera, S.; Hernández-Núñez, E.; Labastida-Galván, V. Synthesis of Syn-γ-Amino-β-Hydroxyphosphonates by Reduction of β-Ketophosphonates Derived from L-Proline and L-Serine. Molecules 2010, 15 (3), 1291–1301. DOI: 10.3390/molecules15031291
37. Ordóñez, M.*; Labastida-Galván, V.; Lagunas-Rivera, S. Stereoselective Synthesis of GABOB, Carnitine and Statine Phosphonates Analogues. Tetrahedron: Asymmetry 2010, 21 (2), 129–147. DOI: 10.1016/j.tetasy.2009.12.022
36. López-Cortina, S.; Medina-Arreguin, A.; Hernández-Fernández, E.; Bernès, S.; Guerrero-Alvarez, J.; Ordoñez, M.; Fernández-Zertuche, M.* Stereochemistry of Base-Induced Cleavage of Methoxide Ion on Cis-and Trans-1, 4-Diphenylphosphorinanium Salts. A Different Behavior with a Phenyl Substituent. Tetrahedron 2010, 66 (32), 6188–6194. DOI: 10.1016/j.tet.2010.05.095
2009
35. Ordóñez, M.*; Rojas-Cabrera, H.; Cativiela, C.* An Overview of Stereoselective Synthesis of α-Aminophosphonic Acids and Derivatives. Tetrahedron 2009, 65 (1), 17–49. DOI: 10.1016/j.tet.2008.09.083
34. Cativiela, C.*; Ordóñez, M.* Recent Progress on the Stereoselective Synthesis of Cyclic Quaternary α-Amino Acids. Tetrahedron: Asymmetry 2009, 20 (1), 1–63. DOI: 10.1016/j.tetasy.2009.01.002
2008
33. Ordóñez, M.*; Hernández-Fernández, E.; Rojas-Cabrera, H.; Labastida-Galván, V. Reversal of Diastereoselectivity in the Benzylation of the Lithium Enolates of Phosphonopropanoamides by Changing the Base Equivalents. Tetrahedron: Asymmetry 2008, 19 (24), 2767–2770. DOI: 10.1016/j.tetasy.2008.11.028
2007
32. Rojas-Cabrera, H.; Ochoa-Morales, J.; Hernández-Núñez, E.; Fernández Zertuche, M.; Ordóñez, M.* Efficient and Practical Synthesis of Syn-and Anti-Β, Υ-Dihydroxyphosphonates Derived from (S)-Mandelic Acid. J. Mex. Chem. Soc. 2007, 51 (4), 237–244. Online
31. Rojas-Cabrera, H.; Hernández-Pérez, J. M.; Hô, M.; Hernández-Fernández, E.; Ordóñez, M.* A Practical Synthesis of Syn-and Anti-Α, β-Dihydroxyphosphinates via Diastereoselective Reduction of α-Phosphinoyl Ketones. Tetrahedron: Asymmetry 2008, 19 (2), 161–166. DOI: 10.1016/j.tetasy.2007.12.016
30. Rojas-Cabrera, H.; Fernández-Zertuche, M.; García-Barradas, O.; Muñoz-Muñiz, O.; Ordóñez, M.* Preparation of Dimethyl (R)-and (S)-2-(2-Hydroxyphenyl)-2-Hydroxyethylphosphonate Derived from Salicylaldehyde via Resolution Using (S)-Methoxyphenylacetic Acid (MPA). Tetrahedron: Asymmetry 2007, 18 (1), 142–148. DOI: 10.1016/j.tetasy.2006.12.022
29. Ordóñez, M.*; Hernández-Fernández, E.; Montiel-Pérez, M.; Bautista, R.; Bustos, P.; Rojas-Cabrera, H.; Fernández-Zertuche, M.; García-Barradas, O. A Convenient Method for the Preparation of Chiral Phosphonoacetamides and Their Horner–Wadsworth–Emmons Reaction. Tetrahedron: Asymmetry 2007, 18 (20), 2427–2436. DOI: 10.1016/j.tetasy.2007.09.033
28. Ordóñez, M.*; Cativiela, C.* Stereoselective Synthesis of γ-Amino Acids. Tetrahedron: Asymmetry 2007, 18 (1), 3–99. DOI: 10.1016/j.tetasy.2006.12.001
2006
27. Hernández-Fernández, E.; Fernández-Zertuche, M.; García-Barradas, O.; Muñoz-Muñiz, O.; Ordóñez, M. Practical and Efficient Synthesis of (E)-A, B-Unsaturated Amides Bearing (S)-a-Methylbenzylamine from 2-Phosphonamides via Horner-Wadsworth-Emmons Reaction. Synlett 2006, 17 (3), 440–444. DOI: 10.1002/chin.200625077
2005
26. Ordóñez, M.*; Hernández-Fernández, E.; Xahuentitla, J.; Cativiela, C. Asymmetric Alkylation of Dimethoxyphosphoryl-N-[1-(S)-α-Methylbenzyl] Acetamide Enolates. Synthesis of Both Stereoisomers from the Same Source of Chirality by Changing the Equivalents of LDA. Chem. Commun. 2005, No. 10, 1336–1338. DOI: 10.1039/B416616G
25. Meza-Aviña, M. E.; Ordoñez, M.; Fernández-Zertuche, M.*; Rodríguez-Fragoso, L.; Reyes-Esparza, J.; de los Ríos, A. A. M. Synthesis of Some Monocyclic Analogues of Mycophenolic Acid via the Johnson Ortho Ester Claisen Rearrangement. Bioorg. Med. Chem. 2005, 13 (23), 6521–6528. DOI: 10.1016/j.bmc.2005.07.013
24. López-Cortina, S.; Basiulis, D. I.; Marsi, K. L.; Muñoz-Hernández, M. A.; Ordonez, M.; Fernández-Zertuche, M.* Synthesis of New 1, 3-Oxaphosphorinanium Salts. Stereochemistry of Hydroxide-Induced Displacement of Methoxide Ion. J. Org. Chem. 2005, 70 (19), 7473–7478. DOI: 10.1021/jo050901w
23. de la Cruz-Cordero, R.; Labastida-Galván, V.; Fernández-Zertuche, M.; Ordóñez, M.* Preparation of Phosphostatine Analogues From L-Amino Acids. 2016. Online
22. De la Cruz-Cordero, R.; Hernándes-Núñez, E.; Fernández-Zertuche, M.; Muñoz-Hernández, M. A.; Ordóñez, M.* Preparation of Phosphostatine and Phosphoepistatine from L-Leucine via High Diastereoselective Reduction of 3-Amino-2-Ketophosphonates. ARKIVOC 2005, 6, 277–286. Online
2004
21. Ordóñez, M.*; González-Morales, A.; Salazar-Fernández, H. Highly Diastereoselective Reduction of β-Ketophosphonates Bearing Homochiral Bis (α-Methylbenzyl) Amine: Preparation of Both Enantiomers of Phosphogabob (GABOB P). Tetrahedron: Asymmetry 2004, 15 (17), 2719–2725. DOI: 10.1016/j.tetasy.2004.07.033
20. Ordóñez, M.*; de la Rosa, V. G.; Alcudia, F.; Llera, J. M. Diels–Alder Reaction of Optically Active (E)-γ-Keto-Α, β-Unsaturated P-Tolylsulfoxides with Cyclopentadiene. Tetrahedron 2004, 60 (4), 871–875. DOI: 10.1016/j.tet.2003.11.047
19. Ordóñez, M.*; De La Cruz-Cordero, R.; Quiñónes, C.; González-Morales, A. Highly Diastereoselective Synthesis of Anti-γ-N-Benzylamino-β-Hydroxyphosphonates. Chem. Commun. 2004, No. 6, 672–673. DOI: 10.1039/B316262A
18. Ordóñez, M.*; De la Cruz-Cordero, R.; Fernández-Zertuche, M.; Muñoz-Hernández, M. A.; García-Barradas, O. Diastereoselective Reduction of Dimethyl γ-[(N-P-Toluenesulfonyl) Amino]-β-Ketophosphonates Derived from Amino Acids. Tetrahedron: Asymmetry 2004, 15 (19), 3035–3043. DOI: 10.1016/j.tetasy.2004.08.012
17. González-Morales, A.; Fernández-Zertuche, M.; Ordóñez, M.* Simultaneous Separation and Assignment of Absolute Configuration of γ-Amino-β-Hydroxyphosphonates by NMR Using (S)-Methoxyphenylacetic Acid (MPA). Rev. Soc. Quím. Méx 2004, 48, 239–245. Online
16.González-Morales, A.; Dı́az-Coutiño, D.; Fernández-Zertuche, M.; Garcı́a-Barradas, O.; Ordóñez, M.* Preparation of Dimethyl (R)-and (S)-2-(2-Aminophenyl)-2-Hydroxyethylphosphonate from Anthranilic Acid. Tetrahedron: Asymmetry 2004, 15 (3), 457–463. DOI: 10.1016/j.tetasy.2003.11.038
2003
15. Ordóñez, M.*; González-Morales, A.; Ruı́z, C.; De la Cruz-Cordero, R.; Fernández-Zertuche, M. Preparation of (R)-and (S)-γ-Amino-β-Hydroxypropylphosphonic Acid from Glycine. Tetrahedron: Asymmetry 2003, 14 (13), 1775–1779. DOI: 10.1016/S0957-4166(03)00371-9
14. Flores-Morales, V.; Fernández-Zertuche, M.*; Ordóñez, M.* Highly Diastereoselective Addition of Et 2 AlCN to β-Keto Amides Derived from (S)-4-Isopropyl-2-Oxazolidinone. Tetrahedron: Asymmetry 2003, 14 (18), 2693–2698. DOI: 10.1016/j.tetasy.2003.07.004
13. Fernández-Zertuche, M.*; López-Cortina, S.; Meza-Aviña, M. E.; Ordóñez, M.; Ramírez-Solís, A. Generation of Alkoxyalkynylketenes from a Bicyclic Precursor. Cycloaddition Chemistry with Alkynes and Theoretical Studies Regarding the Formation of Five-versus Six-Membered Ring Products. ARKIVOC 2003, 11, 89–99. Online
2002
12. Ordóñez, M.*; de la Cruz, R.; Fernández-Zertuche, M.; Muñoz-Hernández, M.-Á. Diastereoselective Reduction of β-Ketophosphonates Derived from Amino Acids. A New Entry to Enantiopure β-Hydroxy-γ-Aminophosphonate Derivatives. Tetrahedron: Asymmetry 2002, 13 (6), 559–562. DOI: 10.1016/S0957-4166(02)00159-3
11. Fernández, M.*; Ramírez, A.; Hernández, R.; Ordóñez, M. Evidence for a Strained Cyclic Allene in the Ring Closure Reaction of Enynylketenes. J. Mex. Chem. Soc. 2002, 46 (2), 136–139. Online
2001
10. de la Rosa, V. G.; Ordóñez, M.; Llera, J. M.* Palladium-Catalyzed Allylic Nucleophilic Substitution Reactions of (E)-γ-Acetoxy-Α, β-Unsaturated P-Tolylsulfoxides. Tetrahedron: Asymmetry 2001, 12 (7), 1089–1094. DOI: 10.1016/S0957-4166(01)00189-6
9. de la Rosa, V. G.; Ordóñez, M.; Llera, J. M.* Asymmetric Synthesis of Both Diastereomers of Protected S-Methyl-L-Cysteine and S-N-Propyl-L-Cysteine Sulphoxides. Tetrahedron: Asymmetry 2001, 12 (11), 1615–1620. DOI: 10.1016/S0957-4166(01)00268-3
2000
8. de la Rosa, V. G.; Ordóñez, M.; Llera, J. M.* Efficient Preparation of Enantiomerically Pure (E)-γ-Hydroxy-Α, β-Unsaturated P-Tolylsulfoxides Using Lipase-Mediated Acylations. Tetrahedron: Asymmetry 2000, 11 (14), 2991–3001. DOI: 10.1016/S0957-4166(00)00257-3
1998
7. Stessman, N. Y. T.; Ordóñez, M.; Juaristi, E.*; Glass, R. S.* Conformational Energy of the (η5-Cyclopentadienyl) Iron (II) Dicarbonyl Group. J. Org. Chem. 1998, 63 (24), 8935–8937. DOI: 10.1021/jo981198x
6. Ordóñez, M.; Juaristi, E.* Conformational Analysis of 2-(Diphenylphosphinoyl)-Tetrahydrothiopyran: Lack of Additivity of the SCP Anomeric Effect. Tetrahedron 1998, 54 (8), 1375–1380. DOI: 10.1016/S0040-4020(97)10374-X
1996
5. Ordoñez, M.; Guerrero-de La Rosa, V.; Labastida, V.; Llera, J.* M. Enantioselective Diels-Alder Reactions Catalyzed by Chiral Magnesium Lewis Acids Prepared from Hydroxysulfoxides. Tetrahedron: Asymmetry 1996, 7 (9), 2675–2686. DOI: 10.1016/0957-4166(96)00344-8
1995
4. Guerrero-de la Rosa, V.; Ordonez, M.; Llera, J.* M.; Alcudia, F. Improved Large Scale Preparation on Both Enantiomers of Methyl P-Tolyl Sulfoxide from Diacetone-D-Glucose. Synthesis (Stuttg). 1995, 1995 (7), 761–762. DOI: 10.1055/s-1995-4007
3. Guerrero-de la Rosa, V.; Ordonez, M.; Alcudia, F.; Llera, J.* M. A Convenient Synthesis of (E)-γ-Hydroxy-and (E)-γ-Keto-Α, β-Unsaturated Sulfoxides. Tetrahedron Lett. 1995, 36 (27), 4889–4892. DOI: 10.1016/0040-4039(95)00878-G
1994
2. Juaristi, E.*; Ordoñez, M. Conformational Analysis of 2-Halotetrahydrothiopyran S-Oxides. Diminution of the Anomeric Effect in S (O)-CX Compared to SCX Segments. Tetrahedron 1994, 50 (17), 4937–4948. DOI: 10.1016/S0040-4020(01)90406-5
1989
1. Juaristi, E.; Flores‐Vela, A.; Labastida, V.; Ordoñez, M. Lack of Manifestation of an Anomeric Effect in 2‐diphenylphosphinoyl‐1, 3‐dioxane and 2‐diphenylphosphinoyl‐1, 3‐oxathiane1. J. Phys. Org. Chem. 1989, 2 (4), 349–358. DOI: 10.1002/poc.610020406
Publicaciones en libros (capítulos)
2. Ordóñez, M.*; Viveros‐Ceballos, J. L.; Estudillo, I. R. Stereoselective Synthesis of α‐Aminophosphonic Acids through Pudovik and Kabachnik‐Fields Reaction. In Amino Acid – New Insights and Roles in Plant and Animal; InTech, 2017. DOI: 10.5772/intechopen.68707 (Book Chapter)
1. Juaristi, E.; Ordoñez, M. Conformational Preference of the Sulfinyl Group in Six-Membered Heterocycles. Organosulfur Chem. 1998, 2, 63–95. DOI: 10.1016/S1099-8268(98)80006-1