Enantioselective transformations of 5-hydroxymethylfurfural via catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides

A catalytic asymmetric 1,3-dipolar cycloaddition between iminoesters derived from 5-hydroxymethylfurfural (HMF) and different activated alkenes is reported. Excellent levels of diastereo and enantioselectivity were obtained when Fesulphos/CuI complex was used as catalyst. This metodology provides an...

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Detalhes bibliográficos
Autores: Cristóbal, Christian, Corral, César, Carretero Gonzálvez, Juan Carlos, Ribagorda Lobera, María, Adrio Sevilla, Francisco Javier
Tipo de documento: artigo
Data de publicação:2023
País:España
Recursos:Universidad Autónoma de Madrid
Repositório:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglês
OAI Identifier:oai:repositorio.uam.es:10486/709507
Acesso em linha:http://hdl.handle.net/10486/709507
https://dx.doi.org/10.1039/d3cc00499f
Access Level:Acceso aberto
Palavra-chave:5 Hydroxymethylfurfural
Azomethine Ylide
Copper
Iminoester
Phosphorus
Química
Descrição
Resumo:A catalytic asymmetric 1,3-dipolar cycloaddition between iminoesters derived from 5-hydroxymethylfurfural (HMF) and different activated alkenes is reported. Excellent levels of diastereo and enantioselectivity were obtained when Fesulphos/CuI complex was used as catalyst. This metodology provides an effective and sustainable access to challenging enantioenriched heterocyclic scaffolds and represents one of the rare examples of catalytic asymmetric transformations using HMF as a starting material