Chromium vinylidene carbenoids: stereospecific synthesis of (Z)-2-chloroalk-2-en-1-ols

Org Lett. 2001 Dec 27;3(26):4237-8. doi: 10.1021/ol016935h.

Abstract

(Z)-2-Chloroalk-2-en-1-ols are obtained in excellent yields from a wide variety of aldehydes by addition of (E)-chromium vinylidene carbenoids, stereospecifically generated from trichloroalkanes using CrCl(2) in THF at room temperature. [reaction: see text]

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Alcohols / chemical synthesis*
  • Alcohols / chemistry
  • Chromium / chemistry*
  • Hydrocarbons
  • Methane / analogs & derivatives*
  • Methane / chemical synthesis*
  • Methane / chemistry
  • Vinyl Compounds / chemistry*

Substances

  • Alcohols
  • Hydrocarbons
  • Vinyl Compounds
  • Chromium
  • carbene
  • Methane