Chemical Communications

Enantioselective organocatalytic Michael additions to acrylic acid derivatives: generation of all-carbon quaternary stereocentres

CL Rigby, DJ Dixon

Index: Rigby, Caroline L.; Dixon, Darren J. Chemical Communications, 2008 , # 32 p. 3798 - 3800

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Citation Number: 18

Abstract

Acrylic esters, thioesters and N-acryloyl pyrrole have been identified as effective electrophiles in the enantioselective Michael addition reaction with β-keto ester pro- nucleophiles catalysed by a cinchona alkaloid derived bifunctional organocatalyst; enantiomeric excesses of up to 98% and yields of up to 96% can be obtained for a range of Michael acceptors and pro-nucleophiles.