Highly stereoselective synthesis of (Z,E)-1-halo-1,3-dienol esters via rearrangement of Fischer chromium chloro-carbenes using microwave irradiation

Org Biomol Chem. 2009 May 7;7(9):1771-4. doi: 10.1039/b903244b. Epub 2009 Mar 19.

Abstract

Functionalized (Z,E)-1-halo-1,3-dienol esters are synthesized in a highly stereoselective manner via CrCl2-mediated rearrangement of allylic trihalomethylcarbinol esters induced by microwave irradiation.

Publication types

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

MeSH terms

  • Chlorides / chemistry*
  • Chromium Compounds / chemistry*
  • Esters / chemical synthesis*
  • Esters / chemistry
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Microwaves*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Chlorides
  • Chromium Compounds
  • Esters
  • carbene
  • chromous chloride
  • Methane