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 Citations (Scopus)

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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Aldehydes
Esters

Keywords

  • Chromium
  • Condensations
  • Halo esters
  • Olefination
  • Stereoselective

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Barma, D. K., Kundu, A., Bandyopadhyay, A., Kundu, A., Sangras, B., Briot, A., ... 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

A highly stereospecific synthesis of (E)-α,β-unsaturated esters. / Barma, Deb K.; Kundu, Asish; Bandyopadhyay, Anish; Kundu, Abhijit; Sangras, Bhavani; Briot, Anne; Mioskowski, Charles; Falck, J R.

In: Tetrahedron Letters, Vol. 45, No. 30, 19.07.2004, p. 5917-5920.

Research output: Contribution to journalArticle

Barma, DK, Kundu, A, Bandyopadhyay, A, Kundu, A, Sangras, B, Briot, A, Mioskowski, C & Falck, JR 2004, 'A highly stereospecific synthesis of (E)-α,β-unsaturated esters', Tetrahedron Letters, vol. 45, no. 30, pp. 5917-5920. https://doi.org/10.1016/j.tetlet.2004.05.113
Barma DK, Kundu A, Bandyopadhyay A, Kundu A, Sangras B, Briot A et al. A highly stereospecific synthesis of (E)-α,β-unsaturated esters. Tetrahedron Letters. 2004 Jul 19;45(30):5917-5920. https://doi.org/10.1016/j.tetlet.2004.05.113
Barma, Deb K. ; Kundu, Asish ; Bandyopadhyay, Anish ; Kundu, Abhijit ; Sangras, Bhavani ; Briot, Anne ; Mioskowski, Charles ; Falck, J R. / A highly stereospecific synthesis of (E)-α,β-unsaturated esters. In: Tetrahedron Letters. 2004 ; Vol. 45, No. 30. pp. 5917-5920.
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