A versatile synthesis of 2-haloalk-2(Z)-en-1-ols and 1-chloro-1(Z)-alkenes from trichloromethylcarbinols

Rachid Baati, D. K. Barma, J R Falck, Charles Mioskowski

Research output: Contribution to journalArticle

16 Scopus citations

Abstract

CrCl2 converts trichloromethylcarbinols under mild conditions to (E)-α-haloalkylidene chromium carbenoids which add to aldehydes or are quenched with water affording 2-haloalk-2(Z)-en-1-ols and 1-chloro-1(Z)-alkenes, respectively, in high yield.

Original languageEnglish (US)
Pages (from-to)2183-2185
Number of pages3
JournalTetrahedron Letters
Volume43
Issue number12
DOIs
StatePublished - Mar 18 2002

Keywords

  • Alcohols
  • Alkenylation
  • Chromium
  • Stereocontrol
  • Vinylation

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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