2. Author's Information
    Tamiko Takahashi
    Faculty of Pharmaceutical Sciences, Toyama Medical & Pharmaceutical University

    Naoki Nakao
    Faculty of Pharmaceutical Sciences, Toyama Medical & Pharmaceutical University

    Toru Koizumi
    Faculty of Pharmaceutical Sciences, Toyama Medical & Pharmaceutical University
  3. Abstract
    Enantioselective protonation of a simple enolate has been developed using an optically pure γ-hydroxyselenoxide 1 as a chiral proton source. Reaction of zinc bromide enolate 7b with (SSe)-selenoxide (SSe)-1c gave (S)-2-benzylcyclohexanone (S)-8 with high enantioselectivity. Intramolecular hydrogen bonding between hydroxy group and seleninyl-oxygen of 1 would contribute to this asymmetric induction.
    Keywords
    Protonation, Prochiral, Enolates
    DOI: 10.1246/cl.1996.207
    ADLID: 42806-v01
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  1. Keywords
    Protonation Prochiral Enolates
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