Lewis acid promoted carbon-carbon double-bond formation via organozinc reagents and carbonyl compounds

J Org Chem. 2009 Sep 4;74(17):6855-8. doi: 10.1021/jo901252z.

Abstract

Using cheap and readily available AlCl(3) as Lewis acid, functionalized aldehydes react with organozinc reagents to give (E)-alkenes stereoselectively in high yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acids / chemistry*
  • Alcohols / chemistry
  • Aldehydes / chemistry
  • Bromides / chemistry
  • Carbon / chemistry*
  • Chemistry, Organic / methods*
  • Ethers / chemistry
  • Ketones / chemistry*
  • Lithium / chemistry
  • Magnesium / chemistry
  • Metals / chemistry
  • Models, Chemical
  • Stereoisomerism
  • Toluene / chemistry
  • Zinc / chemistry*

Substances

  • Acids
  • Alcohols
  • Aldehydes
  • Bromides
  • Ethers
  • Ketones
  • Metals
  • Toluene
  • Carbon
  • Lithium
  • Magnesium
  • Zinc