Radical reactions of epoxy esters induced by titanocene chloride

[EN]The reductive radical cyclizations of several epoxy esters have been achieved using titanocene chloride. The tether length from the initial radical to the carbonyl acceptor is the key of the reactions. We obtained products from radical cyclization onto carbonyl formate and products from formate...

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Detalles Bibliográficos
Autores: Rabanedo Clemente, R., Fernández Mateos, Alfonso, Herrero Teijón, Pablo, Rubio González, María Rosa
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2006
País:España
Institución:Universidad de Salamanca (USAL)
Repositorio:GREDOS. Repositorio Institucional de la Universidad de Salamanca
OAI Identifier:oai:gredos.usal.es:10366/154147
Acceso en línea:http://hdl.handle.net/10366/154147
Access Level:acceso abierto
Palabra clave:Radicales (Química)
Química
Compuestos cíclicos
2306 Química Orgánica
Descripción
Sumario:[EN]The reductive radical cyclizations of several epoxy esters have been achieved using titanocene chloride. The tether length from the initial radical to the carbonyl acceptor is the key of the reactions. We obtained products from radical cyclization onto carbonyl formate and products from formate and hydrogen elimination. The stereochemical outcome of the 5-exo radical cyclization of two diastereomers is reported. A radical cascade cyclization of an unsaturated epoxy formate is also described.