A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B

The synthesis of the Lycopodium alkaloid ( )-cermizine B (1), which establishes its absolute configuration, is achieved by combining asymmetric organocatalysis and an uninterrupted eight-step reaction sequence, followed by a final reduction step. This ''pot-economy'' strategy pro...

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Detalles Bibliográficos
Autores: Bradshaw, Ben, Luque Corredera, Carlos, Bonjoch i Sesé, Josep
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2014
País:España
Institución:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/225192
Acceso en línea:https://hdl.handle.net/2445/225192
Access Level:acceso abierto
Palabra clave:Medicaments
Alcaloides
Síntesi orgànica
Drugs
Alkaloids
Organic synthesis
Descripción
Sumario:The synthesis of the Lycopodium alkaloid ( )-cermizine B (1), which establishes its absolute configuration, is achieved by combining asymmetric organocatalysis and an uninterrupted eight-step reaction sequence, followed by a final reduction step. This ''pot-economy'' strategy provides access to the cis-phlegmarine stereo parent embedded in 1 for the first time, rapidly and on a gram-scale.