C-glicosidación estereoselectiva y su aplicación en síntesis total.
Reacciones de radicales libres. Específicamente, secuencias radicalarias-iónicas para la preparación de grupos funcionales útiles en la síntesis total de productos de interés farmacológico (Ver esquema).
Química Orgánica I, II, III y IV (nivel licenciatura, Facultad de Química, UNAM).
Reacciones de radicales libres (nivel maestría, Posgrado en Ciencias Químicas, UNAM).
Se reciben alumnos para realizar tesis de licenciatura y posgrado.
Perteneciente al Sistema Nacional de Investigadores (SNI), nivel II
Marín-Cruz, E.; Tovar-Miranda, R.; Romero-Ibáñez, J.; Pérez-Bautista, J.A.; Cordero-Vargas, A.; Mendoza-Espinosa, D.; Meza-León, R.L.; Cortezano-Arellano, O.* Chiron approach toward the synthesis of the fused tricyclic core of epi-parvistemonine A. Carbohydr. Res. 2024, 545, 109290. https://doi.org/10.1016/j.carres.2024.109290.
Mota-Hernández, D.; Vázquez-López, L.A.; Victoria-Miguel, J.; Solís-Zamora, A.K.; Cordero-Vargas, A.* Stereoselective synthesis of naturally-occurring γ-lactones through photoredox catalysis. Tetrahedron 2024, 167, 134270. https://doi.org/10.1016/j.tet.2024.134270.
López-Mendoza, P.; Porras-Santos, L.; Pérez-Bautista, A.; Quintero, L.; Bautista-Nava, J.; León-Rayo, D.; Cordero-Vargas, A.*; Sartillo-Piscil, F.*. “En Route to Furan-Fused Naphthopyrones: Formal Synthesis of the (+)-Lasionectrin and its C12-Epimer”. The Journal of Organic Chemistry 2023, 88, 17409-17419.
Victoria-Miguel, J.; García-Santos, W. H.; Cordero-Vargas, A.* “A Visible Light Ru-Catalyzed Photoredox Acces to Substituted Dihydrofurans”. J. Org. Chem. 2022, 87, 9088-9099.
Fuentes-Pantoja, F. J.; Cordero-Vargas, A.* “A Unified Strategy for the Synthesis of Natural Products Containing δ-Hydroxy-γ-Lactones through a Photoredox ATRA Reaction”. Eur. J. Org. Chem. 2022, e202200464.
García-Santos, W. H.; Ordoñez-Hernández, J.; Farfán-Paredes, M.; Castro-Cruz, H. M.; Macías-Ruvalcaba, N. A.; Farfán, N.; Cordero-Vargas, A.* “Dibromo-BODIPY as an organic photocatalyst for radical-ionic sequences”. J. Org. Chem.2021, 86, 16315-16326.
Fuentes-Pantoja, F. J.; Cordero-Vargas, A.* “Total Synthesis of (R)-Argentilactone and (R)-Goniothalamin using a Free Radical Photoredox Approach to α, β-unsaturated δ-lactones”. Synthesis 2021, 53, 4433-4439.
Mateus-Ruiz, J. B.; Cordero-Vargas, A.* “Visible-Light Mediated Photoredox Reactions in the Total Synthesis of Natural Products” (review). Synthesis 2020, 52, 3111.
Mateus-Ruiz, J. B.; Cordero-Vargas, A.* “Stereoselective Total Synthesis of Aspergillide A: A Visible-Light Mediated Photoredox Access to the Trisubstituted Tetrahydropyran Core”. J. Org. Chem. 2019, 84, 11848.
García-Santos, W. H.; Mateus-Ruiz, J. B.; Cordero-Vargas, A.* “Visible-Light Photocatalytic Preparation of 1,4-Ketoaldehydes and 1,4-Diketones from α-Bromoketones and Alkyl Enol Ethers”. Org. Lett. 2019, 21, 4092.
Basante-Avendaño, A.; Guerra-Ayala, V. E.; Sánchez-Eleuterio, A.; Cordero-Vargas, A.* “A free-radical and protecting-group-free approach to (-)-boschnialactone and γ-lycorane”. Synthesis 2019, 51, 2207.
Sánchez-Eleuterio, A.; García-Santos, W. H.;Díaz-Salazar, H.; Hernández-Rodríguez, M.; Cordero-Vargas, A.* “Stereocontrolled nucleophilic addition to five-membered oxocarbenium ions directed by the protecting groups. Application to the total synthesis of (+)-varitriol and of two diastereoisomers thereof” J. Org. Chem. 2017, 82, 8464.
Morales-Chamorro, M.; Cortezano-Arellano, O.; Cordero-Vargas, A.* “Strategies towards the Synthesis of the Gilvocarcins”. Synthesis 2016, 48, 4555.
Peralta-Hernández, E.; Cordero-Vargas, A.* “Model studies towards the enantioselective synthesis of perhydrohistrionicotoxin: a free radical approach to the azaspirocycle core.” Synthesis 2016, 48, 4237.
Suárez-Meneses, J. V.; Oukhrib, A.; Gouygou, M.; Urrutigoïty, M.; Daran, J.-C. Cordero-Vargas, A.; Ortega-Alfaro, C.; López-Cortés, J. G. “[N,P]-pyrrole PdCl2 complexes catalyzed the formation of Dibenzo-α-pyrone and lactam analogues”. J. Chem. Soc., Dalton Trans. 2016, 45, 9621.
León-Rayo, D. F.; Morales-Chamorro, M.; Cordero-Vargas, A.* “A formal intermolecular iodolactonization reaction based on a radical-ionic sequence”. Eur. J. Org. Chem. 2016, 1739.
Morales-Chamorro, M.; Meza-González, J.; Cordero-Vargas, A.* “A convenient entry to indolizidine alkaloids using Kharasch type reactions”. Tetrahedron Lett. 2015, 56, 2234.
Peralta-Hernández, E.; Blé-González, E. A.; Gracia-Medrano-Bravo, V. A.; Cordero-Vargas, A.* “A practical free-radical approach to 1,4-dicarbonyl compounds”. Tetrahedron 2015, 71, 2234-2240.
Cortezano-Arellano, O.; Meléndez-Becerra, C. A.; Cortés, F.; Sartillo-Piscil, F.; Cordero-Vargas, A.* “Stereoselective C-glycosidation of D-fucose derivatives directed by the protective groups”. Carbohydrate Research 2014, 393, 51-59.
Suárez-Meneses, J. V.; Bonilla-Reyes, E.; Blé González, E. A.; Ortega-Alfaro, M. C.; Toscano, R. A.; Cordero-Vargas, A.;* López-Cortés, J. G.* “Synthesis of new [P,N] ligands based on pirrole. Application to the synthesis of Arnottin I”. Tetrahedron 2014, 70, 1422-1430.
Blé-González, E. A.; Porcel, S.; Cordero-Vargas, A.* “A formal synthesis of (±)-tylophorine based on an atom transfer radical addition reaction”. Synlett 2013, 24, 2073-2076.
Peralta-Hernández, A.; Cortezano-Arellano, O.; Cordero-Vargas, A.* “A practical one-pot radical-ionic sequence for the preparation of epoxides: application to the synthesis of unnatural polyhydroxylated alkaloids”. Tetrahedron Lett. 2011, 52, 6899-6902.
Fuentes, L.; Quintero, L.; Cordero-Vargas, A.; Eustaquio, C.; Terán, J.; Sartillo-Piscil, F. “The amide bond rotation controlled by an unusual C-H···O hydrogen bonding that favors the 1,4-phenyl radical migration”. Tetrahedron Lett. 2011, 52, 3630-3632.
Cortezano-Arellano, O.; Cordero-Vargas, A.* “A xanthate-based approach to defucogilvocarcin M”. Tetrahedron Lett. 2010, 51, 602-604.
Cordero-Vargas, A.; Bradshaw, B.; Bonjoch, J. “Stereodivergent reduction of enelactams embedded in hexahydroindoles. Synthesis of trans-3-substituted-cis-3a-methyloctahydroindoles”. Tetrahedron 2008, 64, 8134-8140.
Cordero-Vargas, A.; Urbaneja, X.; Bonjoch, J. “A stereoconroled entry to 3-functionalized cis-3a-methyloctahydroindoles: Buiding blocks for Daphniphyllum alkaloid synthesis”. Synlett 2007, 15, 2379-2382.
Solé, D.; Urbaneja, X.; Cordero-Vargas, A.; Bonjoch, J. “Synthetic studies about strychnopivotine: Synthesis of the bridged azatricyclic fragment”. Tetrahedron 2007, 63, 10177-10184.
Cordero-Vargas, A.; Quiclet-Sire, B.; Zard, S. Z. “A flexible approach for the preparation of substituted benzazepines: Application to the synthesis of tolvaptan”. Bioorg. Med. Chem. 2006, 14, 6165-6173.
Cordero-Vargas, A.;* Quiclet-Sire, B.; Zard, S. Z. “Model studies towards the synthesis of gilvocarcin M”. Org. Biomol. Chem. 2005, 3, 4432-4443.
Cordero-Vargas, A.; Perez-Martin, I.; Quiclet-Sire, B.; Zard, S. Z. “Synthesis of substituted naphthalenes from α-tetralones”. Org. Biomol. Chem. 2004, 2, 3018-3025.
Cordero-Vargas, A.;* Quiclet-Sire, B.; Zard, S. Z. “A new access to C-arylglycosides related to gilvocarcins”. Tetrahedron Lett. 2004, 45, 7335-7338.
Cordero-Vargas, A.; Quiclet-Sire, B.; Zard, S. Z. “Total synthesis of 10-norparvulenone and of O-methylasparvenone using a xanthate-mediated free radical addition-cyclisation sequence”. Org. Lett. 2003, 5, 3717-3719. CAPÍTULO DE LIBRO
Cordero-Vargas, A.; Sartillo-Piscil, F. Protecting-Group-Free Organic Synthesis, Improving Economy and Efficiency. Fernandes, R. A. (Ed), Wiley, 2018, Chapter 7, pp 183-200.
Alejandro Cordero-Vargas, Béatrice Quiclet-Sire, Samir Z. Zard. Procédé utile pour la préparation de benzazépines et dérivés de celles-ci. Nº DE SOLICITUD: WO 2005/085183 A1 y FR-0450416. PAÍS DE PRIORIDAD: Francia. FECHA DE PRIORIDAD: Marzo 2004. ENTIDAD TITULAR: Centre National de la Recherche Scientifique (CNRS), Francia. PAÍSES A LOS QUE SE HA EXTENDIDO: Unión Europea, Estados Unidos, Canadá y Japón.
Investigador Titular B
Correo: acordero@unam.mx
Tel. (+52) 55 56 22 44 29
Laboratorio 2-2.
Edificio A.