Synergistic gold and enamine catalysis: intermolecular α-alkylation of aldehydes with allenamides

Aldehydes can be α-alkylated with allenamides by the combined action of an organocatalyst and a gold complex. The reaction requires the simultaneous generation of an enamine and a gold-activated allenamide. Importantly, by using a chiral amine as organocatalyst it is possible to obtain aldehyde prod...

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Bibliographic Details
Authors: Fernández Casado, Jaime, Nelson, Ronald, Mascareñas Cid, José Luis, López García, Fernando
Format: article
Publication Date:2016
Country:España
Institution:Universidad de Santiago de Compostela (USC)
Repository:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
Language:English
OAI Identifier:oai:minerva.usc.gal:10347/14565
Online Access:http://hdl.handle.net/10347/14565
Access Level:Open access
Keyword:Materias::Investigación::23 Química
Description
Summary:Aldehydes can be α-alkylated with allenamides by the combined action of an organocatalyst and a gold complex. The reaction requires the simultaneous generation of an enamine and a gold-activated allenamide. Importantly, by using a chiral amine as organocatalyst it is possible to obtain aldehyde products featuring all-carbon quaternary stereocenter at their α-position, with moderate to good levels of enantioselectivity