Three-component synthesis of 2-haloalk-2(Z)-en-1-ols via tandem haloalkylidenation-aldehyde addition

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

Research output: Contribution to journalArticle

9 Scopus citations

Abstract

Cr(II)-induced condensation of CCl4 or CBr4 with an aldehyde stereospecifically generates an (E)-α-haloalkylidene chromium carbenoid which adds in situ to a second equivalent of aldehyde furnishing 2-haloalk-2(Z)-en-1-ols in high yield.

Original languageEnglish (US)
Pages (from-to)2179-2181
Number of pages3
JournalTetrahedron Letters
Volume43
Issue number12
DOIs
StatePublished - Mar 18 2002

    Fingerprint

Keywords

  • Alcohols
  • Alkenylation
  • Chromium
  • Stereocontrol
  • Vinylation

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this