Total synthesis of (-)-disorazole C1

J Am Chem Soc. 2004 Dec 1;126(47):15346-7. doi: 10.1021/ja0443068.

Abstract

The antimitotic natural product disorazole C1 was isolated in 1994 from the fermentation broth of the myxobacterium Sorangium cellulosum. We have developed a highly convergent and stereoselective total synthesis of this compound which establishes its relative and absolute configuration. Key features of our synthesis include a highly convergent strategy and selective functional group manipulations that minimize decomposition of the sensitive polyene macrodiolide.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Macrolides
  • Myxococcales / chemistry
  • Oxazoles / chemical synthesis*
  • Stereoisomerism

Substances

  • Macrolides
  • Oxazoles
  • disorazole C1