Synthesis of farnesol isomers via a modified Wittig procedure

Org Lett. 2005 Oct 27;7(22):4803-6. doi: 10.1021/ol0513239.

Abstract

[structure: see text] The four olefin stereoisomers of farnesol have been synthesized from readily available nerylacetone or commercial geranylacetone. A new variation on the use of beta-oxido ylides favored the (2Z)-stereoisomers, whereas the (2E)-isomers were obtained through a classical Horner-Wadsworth-Emmons condensation with triethyl phosphonoacetate and reduction of the resulting ester.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chemistry, Organic / methods
  • Farnesol / chemical synthesis*
  • Farnesol / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Farnesol