Asymmetric Organocatalytic Henry Reaction

Authors

  • Tommaso Marcelli,

    1. Van't Hoff Institute of Molecular Sciences, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, Netherlands, Fax: (+31) 20-525-5670
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  • Richard N. S. van der Haas,

    1. Van't Hoff Institute of Molecular Sciences, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, Netherlands, Fax: (+31) 20-525-5670
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  • Jan H. van Maarseveen Dr.,

    1. Van't Hoff Institute of Molecular Sciences, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, Netherlands, Fax: (+31) 20-525-5670
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  • Henk Hiemstra Prof. Dr.

    1. Van't Hoff Institute of Molecular Sciences, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, Netherlands, Fax: (+31) 20-525-5670
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  • This research was financially supported by the National Research School Combination Catalysis (NRSC-C).

Abstract

original image

Die Nitroaldol(Henry)-Reaktion zwischen aromatischen Aldehyden und Nitromethan verläuft mit hoher Ausbeute und hohem Enantiomerenüberschuss, wenn ein neuartiger Cinchona-abgeleiteter Thioharnstoffkatalysator verwendet wird. Wasserstoffbrückendonoren an der C6′-Position dieser Organokatalysatoren induzieren die bevorzugte Bildung eines der Enantiomere.

Ancillary