New and Effective Synthesis of 7-Triethylsilylbaccatin III from 7<i>β</i>,13<i>α</i>-Bistriethylsiloxy-1<i>β</i>,2<i>α</i>,10<i>β</i>-trihydroxy-9-oxo-4(20),11-taxadiene

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  • Isamu Shiina
    Department of Applied Chemistry, Faculty of Science, Science University of Tokyo
  • Masahiro Saitoh
    Department of Applied Chemistry, Faculty of Science, Science University of Tokyo
  • Koji Nishimura
    Department of Applied Chemistry, Faculty of Science, Science University of Tokyo
  • Katsuyuki Saitoh
    Department of Applied Chemistry, Faculty of Science, Science University of Tokyo
  • Teruaki Mukaiyama
    Department of Applied Chemistry, Faculty of Science, Science University of Tokyo

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Abstract

<jats:title>Abstract</jats:title> <jats:p>7β,13α-Bistriethylsiloxy-1β,2α,10β-trihydroxy-9-oxo-4(20),11-taxadiene (2), derived from 10-deacetylbaccatin III via degradation of oxetane ring, was conveniently converted into 7-triethylsilylbaccatin III (1) by way of a new and effective method for constructing oxetane ring. Thus, the synthesis of a precursor of taxol from novel taxoid 2 was accomplished.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 25 (3), 223-224, 1996-03-01

    Oxford University Press (OUP)

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