Stereoselective CrCl2-mediated condensation of aldehydes with functionalized 1,1,1-trichlorides: Synthesis of trisubstituted (Z)-chloroolefins

J R Falck, Anish Bandyopadhyay, D. K. Barma, Dong Soo Shin, Abhijit Kundu, R. V. Krishna Kishore

Research output: Contribution to journalArticle

14 Scopus citations

Abstract

The CrCl2-mediated condensation of aldehydes 1 with a variety of functionalized 1,1,1-trichlorides 2 affords trisubstituted chloroolefins 4 in excellent yields and generally high Z-stereoselectivity. The intermediate dichlorohydrin adducts 3 can be isolated in good yields under conditions of limited reagent and reduced temperature.

Original languageEnglish (US)
Pages (from-to)3039-3042
Number of pages4
JournalTetrahedron Letters
Volume45
Issue number15
DOIs
StatePublished - Apr 5 2004

Keywords

  • Chromium
  • Condensations
  • Olefination
  • Stereocontrol

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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