Organocatalyzed Michael addition reaction by novel (2R,3aS,7aS)-octa-hydroindole-2-carboxylic acid, a new fused proline

We present here the results obtained in our study on organocatalytic enantioselective Michael addition reaction of acetone to different nitroolefines using (2R,3aS,7aS)-octahydroindole-2-carboxylic acid [(R,S,S)-Oic] as a new and suitable catalyst for this process. Computational calculations support...

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Detalhes bibliográficos
Autores: Roca-López, David, Merino, Pedro, Sayago, Francisco J., Cativiela, Carlos, Herrera, Raquel P.
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2011
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/113976
Acesso em linha:http://hdl.handle.net/10261/113976
Access Level:acceso abierto
Palavra-chave:Ketones
Nitroolefines
Oic
Organocatalysis
Enantioselectivity
Michael addition
Descrição
Resumo:We present here the results obtained in our study on organocatalytic enantioselective Michael addition reaction of acetone to different nitroolefines using (2R,3aS,7aS)-octahydroindole-2-carboxylic acid [(R,S,S)-Oic] as a new and suitable catalyst for this process. Computational calculations support the results obtained with (R,S,S)-Oic versus its diastereomeric form (S,S,S)-Oic. The final products are obtained in good yields and moderate enantioselectivities (up to 58% ee). © Georg Thieme Verlag Stuttgart.

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