Synthesis of the reported structure of trans-africanan-1α-ol

J Org Chem. 2011 Dec 2;76(23):9733-7. doi: 10.1021/jo2018558. Epub 2011 Nov 10.

Abstract

A trisubstituted cyclopentane chiron has been prepared by dynamic kinetic reduction of a pulegone-derived β-keto ester. This chiron served as the starting material for the synthesis of the reported structure of the tricyclic sesquiterpene trans-africanan-1α-ol. The synthetic material was not congruent with the natural product.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Lippia / chemistry*
  • Molecular Structure
  • Sesquiterpenes / chemistry*

Substances

  • Sesquiterpenes
  • trans-africanan-1alpha-ol