Titanocene-Promoted Intermolecular Couplings of Epoxides with Nitriles. An Easy Access to β-Hydroxyketones

[EN]Radical couplings of epoxides and nitriles mediated by Cp2TiCl provide a diastereoselective route to the synthesis of β-hydroxyketones. The conditions of this “aldol-like” reaction are mild enough to avoid the dehydration of the β-hydroxyketone. The scope of the coupling reaction with functional...

Descripción completa

Detalles Bibliográficos
Autores: Fernández Mateos, Alfonso, Encinas Madrazo, Soledad, Herrero Teijón, Pablo, Rubio González, María Rosa
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2009
País:España
Institución:Universidad de Salamanca (USAL)
Repositorio:GREDOS. Repositorio Institucional de la Universidad de Salamanca
OAI Identifier:oai:gredos.usal.es:10366/154179
Acceso en línea:http://hdl.handle.net/10366/154179
Access Level:acceso abierto
Palabra clave:Química orgánica
Nitrilos
Radicales (Química)
Cloruros
Reacciones químicas
2306 Química Orgánica
Descripción
Sumario:[EN]Radical couplings of epoxides and nitriles mediated by Cp2TiCl provide a diastereoselective route to the synthesis of β-hydroxyketones. The conditions of this “aldol-like” reaction are mild enough to avoid the dehydration of the β-hydroxyketone. The scope of the coupling reaction with functionalized and tetrasubstituted epoxides has been studied. The radical character of the coupling reactions is demonstrated.