A highly stereospecific synthesis of (E)-α,β-unsaturated esters

Deb K. Barma, Asish Kundu, Anish Bandyopadhyay, Abhijit Kundu, Bhavani Sangras, Anne Briot, Charles Mioskowski, J R Falck

Research output: Contribution to journalArticle

18 Scopus citations

Abstract

CrCl2-induced olefination of aldehydes using methyl dichloroacetate exclusively generates (E)-α,β-unsaturated esters in excellent yields. The intermediate α-chloro-β-hydroxy adducts could also be isolated in good yields under conditions of limited reagent.

Original languageEnglish (US)
Pages (from-to)5917-5920
Number of pages4
JournalTetrahedron Letters
Volume45
Issue number30
DOIs
StatePublished - Jul 19 2004

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Keywords

  • Chromium
  • Condensations
  • Halo esters
  • Olefination
  • Stereoselective

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Barma, D. K., Kundu, A., Bandyopadhyay, A., Kundu, A., Sangras, B., Briot, A., Mioskowski, C., & Falck, J. R. (2004). A highly stereospecific synthesis of (E)-α,β-unsaturated esters. Tetrahedron Letters, 45(30), 5917-5920. https://doi.org/10.1016/j.tetlet.2004.05.113