An enantioselective entry to cis-perhydroisoquinolines

An enantioselective route to cis-perhydroisoquinolines, involving a cyclocondensation reaction of (R)-phenylglycinol with a racemic oxoester, a stereoselective conjugate addition to an unsaturated bicyclic lactam, and the closure of the carbocyclic ring by a ring-closing metathesis as the key steps...

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Detalles Bibliográficos
Autores: Amat Tusón, Mercedes, Pérez Bosch, Maria, Minaglia, Annamaria Tania, Casamitjana i Badia, Núria, Bosch Cartes, Joan
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2005
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/34586
Acceso en línea:https://hdl.handle.net/2445/34586
Access Level:acceso abierto
Palabra clave:Isoquinolina
Isoquinoline
Descripción
Sumario:An enantioselective route to cis-perhydroisoquinolines, involving a cyclocondensation reaction of (R)-phenylglycinol with a racemic oxoester, a stereoselective conjugate addition to an unsaturated bicyclic lactam, and the closure of the carbocyclic ring by a ring-closing metathesis as the key steps is reported. This route allows the preparation of 3-cyano derivatives as well as cis-octahydroisoquinolines bearing a quaternary center at the C4-position.