Cyclopropanes by Nucleophilic Attack of Mono-and Diaryl-Substituted (η3-Allyl)palladium Complexes: Aryl Effect and Stereochemistry

Authors

  • Dipl.-Chem. Andreas R. Otte,

    1. Institut für Organische Chemie der Universität, Schneiderberg 1 B, D-30167 Hannover (FRG), Telefax: Int. code + (511)762-3011
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  • Dr. Andreas Wilde,

    1. Institut für Organische Chemie der Universität, Schneiderberg 1 B, D-30167 Hannover (FRG), Telefax: Int. code + (511)762-3011
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  • Prof. Dr. H. M. R. Hoffmann

    Corresponding author
    1. Institut für Organische Chemie der Universität, Schneiderberg 1 B, D-30167 Hannover (FRG), Telefax: Int. code + (511)762-3011
    • Institut für Organische Chemie der Universität, Schneiderberg 1 B, D-30167 Hannover (FRG), Telefax: Int. code + (511)762-3011
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  • This work was supported by Deutsche Forschungsgemeinschaft and by Fonds der Chemischen Industrie (PhD fellowship for A. W). We thank Erhard Barho for experimental contributions and Degussa AG for their generous gift of palladium salts.

Abstract

original image

A series of cis-diphenylated cyclopropanes has been introduced into the C-H acidic position of a range of nucleophiles, for example, deprotonated esters and acid amides, ketones, and sulfones. In these reactions bis[(η3-l,3-diphenylallyl)palladium] complexes serve as electrophiles, and products such as 1 form. Quaternary carbon centers exocyclic to the newly formed three-membered ring are installed with ease.

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