Synthesis of model BC bicycles of taxol using C10-C11 ring-closing metathesis strategy

Stéphanie Schiltz, Cong Ma, Louis Ricard, Joëlle Prunet

Research output: Journal article publicationJournal articleAcademic researchpeer-review

15 Citations (Scopus)

Abstract

Model BC ring-systems of taxol 23b and 28b, which lack an oxygenated substituent at C7, have been efficiently synthesized. The key step is a ring-closing metathesis (RCM) to form the 8-membered B ring between C10 and C11. Comparison of the metathesis reaction in this route with the RCM used in a previous study with similar substrates is highlighted.
Original languageEnglish
Pages (from-to)5438-5443
Number of pages6
JournalJournal of Organometallic Chemistry
Volume691
Issue number24-25
DOIs
Publication statusPublished - 1 Dec 2006
Externally publishedYes

Keywords

  • Cyclization
  • Metathesis
  • Ruthenium
  • Taxol

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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