Deconjugative Esterification of 2-(4-Phenylcyclohexylidene)acetic Acid via Intramolecular Chirality Transfer

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  • Shigeki Sano
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Takashi Ichikawa
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Michiyasu Nakao
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Yoshimitsu Nagao
    Graduate School of Pharmaceutical Sciences, The University of Tokushima

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Abstract

<jats:title>Abstract</jats:title> <jats:p>Deconjugative esterification of optically active 2-(4-phenylcyclohexylidene)acetic acid (1) and 2-(4-tert-butylcyclohexylidene)acetic acid (4) with an axis of chirality afforded the corresponding β,γ-unsaturated esters 2 and 6, each with a center of chirality. Additionally, a plausible reaction mechanism for the intramolecular chirality transfer is described.</jats:p>

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  • Chemistry Letters

    Chemistry Letters 41 (2), 189-190, 2012-02

    Oxford University Press (OUP)

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