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 Citations (Scopus)

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

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Stereoselectivity
Aldehydes
Condensation
Temperature

Keywords

  • Chromium
  • Condensations
  • Olefination
  • Stereocontrol

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Stereoselective CrCl2-mediated condensation of aldehydes with functionalized 1,1,1-trichlorides : Synthesis of trisubstituted (Z)-chloroolefins. / Falck, J R; Bandyopadhyay, Anish; Barma, D. K.; Shin, Dong Soo; Kundu, Abhijit; Krishna Kishore, R. V.

In: Tetrahedron Letters, Vol. 45, No. 15, 05.04.2004, p. 3039-3042.

Research output: Contribution to journalArticle

Falck, J R ; Bandyopadhyay, Anish ; Barma, D. K. ; Shin, Dong Soo ; Kundu, Abhijit ; Krishna Kishore, R. V. / Stereoselective CrCl2-mediated condensation of aldehydes with functionalized 1,1,1-trichlorides : Synthesis of trisubstituted (Z)-chloroolefins. In: Tetrahedron Letters. 2004 ; Vol. 45, No. 15. pp. 3039-3042.
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AU - Kundu, Abhijit

AU - Krishna Kishore, R. V.

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