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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Detalles Bibliográficos
Autores: Cristóbal, Christian, Corral, César, Carretero Gonzálvez, Juan Carlos, Ribagorda Lobera, María, Adrio Sevilla, Francisco Javier
Tipo de recurso: artículo
Fecha de publicación:2023
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/709507
Acceso en línea:http://hdl.handle.net/10486/709507
https://dx.doi.org/10.1039/d3cc00499f
Access Level:acceso abierto
Palabra clave:5 Hydroxymethylfurfural
Azomethine Ylide
Copper
Iminoester
Phosphorus
Química
Descripción
Sumario: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