Highly enantioselective iridium-catalyzed hydrogenation of 2-aryl allyl phthalimides

The iridium-catalyzed asymmetric hydrogenation of 2-aryl allyl phthalimides to afford enantioenriched β-aryl-β-methyl amines is presented. Recently developed Ir-MaxPHOX catalysts are used for this enantioselective transformation. The mild reaction conditions and the feasible removal of the phthalimi...

Descripción completa

Detalles Bibliográficos
Autores: Cabré Montesinos, Albert, Romagnoli, Elia, Martínez-Balart, Pol, Verdaguer i Espaulella, Xavier, Riera i Escalé, Antoni
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2019
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:2445/164462
Acceso en línea:https://hdl.handle.net/2445/164462
Access Level:acceso abierto
Palabra clave:Hidrogenació
Catàlisi asimètrica
Amines
Hydrogenation
Enantioselective catalysis
Descripción
Sumario:The iridium-catalyzed asymmetric hydrogenation of 2-aryl allyl phthalimides to afford enantioenriched β-aryl-β-methyl amines is presented. Recently developed Ir-MaxPHOX catalysts are used for this enantioselective transformation. The mild reaction conditions and the feasible removal of the phthalimido group makes this catalytic method easily scalable and of great interest to afford chiral amines. The importance of this new methodology is exemplified by the formal synthesis of (R)-Lorcaserin, OTS514 and enantiomerically enriched 3-methyl indolines.