Organocatalytic enantioselective conjugate addition of nitromethane to alkylidenemalonates: asymmetric synthesis of pyrrolidine-3-carboxylic acid derivatives?

RSC Advances Pub Date: 2013-04-30 DOI: 10.1039/C3RA42014K

Abstract

A highly enantioselective nitromethane addition to alkylidene malonates catalyzed by cinchona-alkaloid derived thiourea based organocatalyst has been developed that offers a new route to the synthesis of substituted pyrrolidine-3-carboxylic acid derivatives and 3-arylpyrrolidines/pyrrolidones.

Graphical abstract: Organocatalytic enantioselective conjugate addition of nitromethane to alkylidenemalonates: asymmetric synthesis of pyrrolidine-3-carboxylic acid derivatives
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