Chiral Scandium-catalyzed Highly Stereoselective Ring-opening of <i>meso</i>-Epoxides with Thiols

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  • Chikako Ogawa
    Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, Japan Science and Technology Agency (JST)
  • Naiwei Wang
    Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, Japan Science and Technology Agency (JST)
  • Shu Kobayashi
    Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, Japan Science and Technology Agency (JST)

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Abstract

<jats:title>Abstract</jats:title> <jats:p>The desymmetrization of meso-epoxides with thiols proceeded smoothly in dichloromethane or dichloroethane in the presence of a catalytic amount of a chiral scandium complex consisting of Sc(OTf)3 and chiral bipyridine 1, to afford the corresponding sulfides in high yields with high enantioselectivities.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 36 (1), 34-35, 2006-12-02

    Oxford University Press (OUP)

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