Lipase-catalyzed asymmetrization of diacetate of meso-2-(2-propynyl)cyclohexane-l,2,3-triol toward the total synthesis of aquayamycin

T. Matsumoto, T. Konegawa, H. Yamaguchi, T. Nakamura, T. Sugai, K. Suzuki

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The diacetate of meso-2-(2-propynyl)cyclohexane-1,2,3-triol was efficiently asymmetrized by hydrolysis with Candida antarctica lipase to give the corresponding mono-acetate in enantiomerically pure form, which was used as the starting material for the total synthesis of aquayamycin. Application of the protocol to the related cyclohexanetriols is also described.

Original languageEnglish
Pages (from-to)1650-1652
Number of pages3
JournalSynlett
Issue number10
DOIs
Publication statusPublished - 2001 Jan 1

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Keywords

  • Asymmetrization
  • Enzyme
  • Hydrolysis
  • Meso compound
  • Total synthesis

ASJC Scopus subject areas

  • Organic Chemistry

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