A concise synthetic approach to optically active taxol C-ring fragment

Masahisa Nakada, Ei Ichi Kojima, Yukitaka Iwata

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

A concise synthetic approach to an optically active taxol C-ring fragment starting from a readily available compound is described. Lewis acid promoted-cyclization of optically active epoxy trimethylsilane 7 affords the key intermediate 8 in 69% yield (at 91% conversion). Further transformation of 8 to our taxol C-ring fragment is successfully achieved in a stereoselective manner.

Original languageEnglish
Pages (from-to)313-316
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number3-4
DOIs
Publication statusPublished - 1998 Jan 15
Externally publishedYes

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Paclitaxel
Lewis Acids
Cyclization

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A concise synthetic approach to optically active taxol C-ring fragment. / Nakada, Masahisa; Kojima, Ei Ichi; Iwata, Yukitaka.

In: Tetrahedron Letters, Vol. 39, No. 3-4, 15.01.1998, p. 313-316.

Research output: Contribution to journalArticle

Nakada, Masahisa ; Kojima, Ei Ichi ; Iwata, Yukitaka. / A concise synthetic approach to optically active taxol C-ring fragment. In: Tetrahedron Letters. 1998 ; Vol. 39, No. 3-4. pp. 313-316.
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