Synthesis of epothilones via a silicon-tethered RCM reaction

Org Lett. 2005 Mar 31;7(7):1311-3. doi: 10.1021/ol0500923.

Abstract

[reaction: see text] A short synthesis of epothilone B and D is reported. The key step for generating the C12-13-trisubstituted Z-double bond uses a ring-closing metathesis reaction of a disiloxane to form a nine-membered silicon-tethered ring.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cyclization
  • Epothilones / analysis
  • Epothilones / chemical synthesis*
  • Molecular Structure
  • Silicon / chemistry*

Substances

  • Epothilones
  • desoxyepothilone B
  • epothilone B
  • Silicon