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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Detalles Bibliográficos
Autores: Griera Farres, Rosa, Pinto, Alexandre, Fabregat, Robert, Cots, Èric, Bosch Cartes, Joan, Amat Tusón, Mercedes
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2018
País:España
Institución:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/127602
Acceso en línea:https://hdl.handle.net/2445/127602
Access Level:acceso abierto
Palabra clave:Alcaloides
Lactames
Síntesi asimètrica
Alkaloids
Lactams
Asymmetric synthesis
Descripción
Sumario: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.