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The Thiolate-Catalyzed Intermolecular Crossed Tishchenko Reaction: Highly Chemoselective Coupling of Two Different Aromatic Aldehydes

Authors

  • Simon P. Curran,

    1. Centre for Synthesis and Chemical Biology, Trinity, Biomedical Sciences Institute, School of Chemistry, The University of Dublin, Trinity College, Dublin 2 (Ireland)
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  • Prof. Stephen J. Connon

    Corresponding author
    1. Centre for Synthesis and Chemical Biology, Trinity, Biomedical Sciences Institute, School of Chemistry, The University of Dublin, Trinity College, Dublin 2 (Ireland)
    • Centre for Synthesis and Chemical Biology, Trinity, Biomedical Sciences Institute, School of Chemistry, The University of Dublin, Trinity College, Dublin 2 (Ireland)
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  • Financial support from the European Research Council is gratefully acknowledged.

Abstract

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Crossed products: Ortho-substituted benzaldehydes react with other aromatic aldehydes in a highly selective, atom-economical Tishchenko disproportionation (see scheme) in the presence of a readily prepared, inexpensive thiolate-based catalyst. The methodology is of exceptionally wide scope and exhibits a high functional-group tolerance.

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