Removal of the chiral inductor from phenylglycinol-derived tricyclic lactams. Unexpected generation of chiral trans-hydrochromene lactones

In the search for synthetic routes for the preparation of cis- and trans- decahydroquinolin-2- ones, a procedure for the generation of enantiopure trans-hydrochromene lactones, by treatment of (R)- phenylglycinol-derived oxazoloquinolone lactams with Na/liq. NH3 followed by acidification, has been d...

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Detalhes bibliográficos
Autores: Griera Farres, Rosa, Pinto, Alexandre, Fabregat, Robert, Cots, Èric, Bosch Cartes, Joan, Amat Tusón, Mercedes
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2018
País:España
Recursos: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:2445/127602
Acesso em linha:https://hdl.handle.net/2445/127602
Access Level:acceso abierto
Palavra-chave:Alcaloides
Lactames
Síntesi asimètrica
Alkaloids
Lactams
Asymmetric synthesis
Descrição
Resumo:In the search for synthetic routes for the preparation of cis- and trans- decahydroquinolin-2- ones, a procedure for the generation of enantiopure trans-hydrochromene lactones, by treatment of (R)- phenylglycinol-derived oxazoloquinolone lactams with Na/liq. NH3 followed by acidification, has been developed.