A short synthesis of bisabolane sesquiterpenes

Molecules. 2011 Sep 19;16(9):8053-61. doi: 10.3390/molecules16098053.

Abstract

A facile total synthesis of three members of the bisabolane sesquiterpene family, namely (±)-curcumene, (±)-xanthorrhizol and (±)-curcuhydroquinone had been achieved in high overall yield. The synthesis used bromobenzene derivatives as starting materials. The halogen-lithium exchange followed by addition of isoprenylacetone and reduction of the obtained carbinols are the key steps of the synthetic pathway. This synthetic approach provides a new route to the bisabolane sesquiterpenes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bromobenzenes / chemistry
  • Phenols / chemical synthesis*
  • Phenols / chemistry
  • Sesquiterpenes / chemical synthesis*
  • Sesquiterpenes / chemistry

Substances

  • Bromobenzenes
  • Phenols
  • Sesquiterpenes
  • curcuhydroquinone
  • xanthorrhizol
  • alpha-curcumene