First organocatalytic asymmetric synthesis of 1-Benzamido-1, 4-Dihydropyridine Derivatives

Preliminary results concerning the first asymmetric synthesis of highly functionalized 1-benzamido-1, 4-dihydropyridine derivatives via the reaction of hydrazones with alkylidenemalononitriles in the presence of ß-isocupreidine catalyst are reported. The moderate, but promising, enantioselectivity o...

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Detalles Bibliográficos
Autores: Auria-Luna, F., Marqués-López, E., Perez Herrera, R.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2018
País:España
Institución:Universidad de Zaragoza
Repositorio:Zaguán. Repositorio Digital de la Universidad de Zaragoza
OAI Identifier:oai:zaguan.unizar.es:75779
Acceso en línea:http://zaguan.unizar.es/record/75779
Access Level:acceso abierto
Descripción
Sumario:Preliminary results concerning the first asymmetric synthesis of highly functionalized 1-benzamido-1, 4-dihydropyridine derivatives via the reaction of hydrazones with alkylidenemalononitriles in the presence of ß-isocupreidine catalyst are reported. The moderate, but promising, enantioselectivity observed (40-54% ee), opens the door to a new area of research for the asymmetric construction of new chiral 1, 4-dihydropyridine derivatives, whose enantioselective catalytic preparation are still very limited. Moreover, the use of hydrazones for the enantioselective construction of chiral 1, 4-dihydropyridines has been overlooked in the literature so far. Therefore, our research represents a pivotal example in this field which remains still unexplored.