Synergistic catalysis: Asymmetric synthesis of cyclopentanes bearing four stereogenic centers

We present a formal [3+2] cycloaddition based on synergistic catalysis. Vinylcyclopropanes derived from cyanoesters react with enals by dual activation using palladium(0) and secondary amines to form the corresponding cyclopentanes in good yields and stereoselectivities.

Detalhes bibliográficos
Autores: Zhang, Kaiheng, Meazza, Marta, Izaga, Anabel, Contamine, Clotilde, Gimeno, M. Concepción, Herrera, Raquel P., Rios, Ramon
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2017
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/155869
Acesso em linha:http://hdl.handle.net/10261/155869
Access Level:acceso abierto
Palavra-chave:Synergistic catalysis
Organocatalysis
Cyclopentanes
Cycloaddition
Asymmetric synthesis
Descrição
Resumo:We present a formal [3+2] cycloaddition based on synergistic catalysis. Vinylcyclopropanes derived from cyanoesters react with enals by dual activation using palladium(0) and secondary amines to form the corresponding cyclopentanes in good yields and stereoselectivities.