Autor según el artículo: Martin-Torres, Inmaculada; Ogalla, Gala; Yang, Jin-Ming; Rinaldi, Antonia; Echavarren, Antonio M.;
Departamento: Química Analítica i Química Orgànica
Autor/es de la URV: ECHAVARREN PABLOS, ANTONIO / Martín Torres, Inmaculada / Ogalla Estévez, Gala
Palabras clave: Total synthesis Theoretical study Synthesis (chemical) Natural product synthesis Gold(i) cavitands Gold compounds Gold complexes Enantioselectivity Enantioselective Cycloisomerizations Cyclization Cavity effect Asymmetric synthesis Alkoxycyclization 1 ,6-enynes
Resumen: Chiral gold(I)-cavitand complexes have been developed for the enantioselective alkoxycyclization of 1,6-enynes. This enantioselective cyclization has been applied for the first total synthesis of carbazole alkaloid (+)-mafaicheenamine C and its enantiomer, establishing its configuration as R. The cavity effect was also evaluated in the cycloisomerization of dienynes. A combination of experiments and theoretical studies demonstrates that the cavity of the gold(I) complexes forces the enynes to adopt constrained conformations, which results in the high observed regio- and stereoselectivities.
Áreas temáticas: Química Medicina ii Medicina i Materiais Interdisciplinar General medicine General chemistry Farmacia Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Astronomia / física
Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
Direcció de correo del autor: antoniomaria.echavarren@urv.cat inmaculada.martin@estudiants.urv.cat gala.ogalla@estudiants.urv.cat
Identificador del autor: 0000-0002-6418-7930
Fecha de alta del registro: 2024-07-27
Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
Referencia al articulo segun fuente origial: Angewandte Chemie (International Ed. Print). 60 (17): 9339-9344
Referencia de l'ítem segons les normes APA: Martin-Torres, Inmaculada; Ogalla, Gala; Yang, Jin-Ming; Rinaldi, Antonia; Echavarren, Antonio M.; (2021). Enantioselective Alkoxycyclization of 1,6-Enynes with Gold(I)-Cavitands: Total Synthesis of Mafaicheenamine C. Angewandte Chemie (International Ed. Print), 60(17), 9339-9344. DOI: 10.1002/anie.202017035
Entidad: Universitat Rovira i Virgili
Año de publicación de la revista: 2021
Tipo de publicación: Journal Publications
Repositori URV