Enantioselective synthesis of (S)- and (R)-alfa-methylserines: application to the synthesis of (S)- and (R)-N-Boc-N,O-isopropylidene-alfa-methylserinals

This report describes the synthesis of enantiomerically pure (S)- and (R)-α-methylserines on a multigram scale, starting from the Weinreb amide of 2-methyl-2-propenoic acid and using a stereodivergent synthetic route that involves a Sharpless asymmetric dihydroxylation reaction. As a synthetic appli...

ver descrição completa

Detalhes bibliográficos
Autores: Avenoza, A. [0000-0002-5465-3555], Cativiela, C., Corzana, F. [0000-0001-5597-8127], Peregrina, J.M. [0000-0003-3778-7065], Sucunza, D. [0000-0002-3307-4204], Zurbano, M.M. [0000-0001-6370-3537]
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2001
País:España
Recursos:Universidad de La Rioja (UR)
Repositorio:RIUR. Repositorio Institucional de la Universidad de La Rioja
OAI Identifier:oai:portal.dialnet.es:doc/5bbc6904b750603269e81389
Acesso em linha:https://investigacion.unirioja.es/documentos/5bbc6904b750603269e81389
Access Level:acceso abierto
Descrição
Resumo:This report describes the synthesis of enantiomerically pure (S)- and (R)-α-methylserines on a multigram scale, starting from the Weinreb amide of 2-methyl-2-propenoic acid and using a stereodivergent synthetic route that involves a Sharpless asymmetric dihydroxylation reaction. As a synthetic application of these quaternary α-amino acids, they were used as starting materials in the synthesis of the well-known valuable homochiral (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinal building blocks. © 2001 Elsevier Science Ltd.

Registos relacionados