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Issue 32, 2008
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Enantioselective organocatalytic Michael additions to acrylic acid derivatives: generation of all-carbon quaternary stereocentres

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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.

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

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Publication details

The article was received on 27 Mar 2008, accepted on 14 May 2008 and first published on 25 Jun 2008


Article type: Communication
DOI: 10.1039/B805233F
Citation: Chem. Commun., 2008, 3798-3800
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    Enantioselective organocatalytic Michael additions to acrylic acid derivatives: generation of all-carbon quaternary stereocentres

    C. L. Rigby and D. J. Dixon, Chem. Commun., 2008, 3798
    DOI: 10.1039/B805233F

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