A concise route to benzofused macrolactones via ynolides: cycloproparadicicol

J Am Chem Soc. 2003 Aug 13;125(32):9602-3. doi: 10.1021/ja036192q.

Abstract

A new facile synthesis has been developed for nanomolar Hsp90 inhibitor, cycloproparadicicol (2). Our approach relied on cobalt-complexation promoted RCM, in combination with tandem Diels-Alder/retro-Diels-Alder reactions to assemble the resorcycinylic macrolactone.

Publication types

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

MeSH terms

  • Cyclization
  • Cyclopropanes / cerebrospinal fluid*
  • Lactones / cerebrospinal fluid*
  • Macrolides / chemical synthesis*
  • Resorcinols / chemical synthesis*

Substances

  • Cyclopropanes
  • Lactones
  • Macrolides
  • Resorcinols
  • cycloproparadicicol