Silver-catalyzed functionalization of esters by carbene transfer: the role of ylide zwitterionic intermediates

The reaction of esters with ethyl diazoacetate catalyzed by the complex [F27–Tp4Bo,3CF2CF3Ag(acetone)] generates α-(acyloxy)acetates in moderate to high yields. This is a novel transformation in the context of carbene-transfer reactions from diazo compounds that, according to experimental and theore...

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Detalles Bibliográficos
Autores: Gava, Riccardo, Fuentes Domínguez, María Ángeles, Besora, María, Rodríguez Belderraín, Tomás, Jacob, Kane, Maseras, Feliu, Etienne, Michel, Caballero Bevia, Ana, Pérez Romero, Pedro José
Tipo de recurso: artículo
Fecha de publicación:2014
País:España
Institución:Universidad de Huelva (UHU)
Repositorio:Arias Montano. Repositorio Institucional de la Universidad de Huelva
Idioma:inglés
OAI Identifier:oai:ariasmontano.uhu.es:10272/27613
Acceso en línea:https://hdl.handle.net/10272/27613
Access Level:acceso abierto
Palabra clave:Carbenes
Diazo compounds
Ester functionalization
Silver
Zwitterions
Descripción
Sumario:The reaction of esters with ethyl diazoacetate catalyzed by the complex [F27–Tp4Bo,3CF2CF3Ag(acetone)] generates α-(acyloxy)acetates in moderate to high yields. This is a novel transformation in the context of carbene-transfer reactions from diazo compounds that, according to experimental and theoretical data, is suggested to occur through zwitterionic intermediates.