Synthesis of a hydrindenone in rings C and D of YW3699

Nat Prod Commun. 2013 Jul;8(7):949-53.

Abstract

A hydrindenone in rings C and D of YW3699 was synthesized starting from (-)-isocarvone. The stereochemical requirement in this ring was successfully achieved by Eschenmoser-Claisen rearrangement followed by alkylation and the aldol reaction to afford the desired hydrindenone, which can be used for further elaboration of YW3699.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclohexane Monoterpenes
  • Monoterpenes / chemistry*
  • Sesterterpenes / chemical synthesis*

Substances

  • Cyclohexane Monoterpenes
  • Monoterpenes
  • Sesterterpenes
  • YW3699
  • carvone