Recent development of regio- and stereoselective aminohalogenation reaction of alkenes

Guigen Li, S. R.S.Saibabu Kotti, Cody Timmons

Research output: Contribution to journalShort surveypeer-review

166 Scopus citations

Abstract

This microreview presents the development of the catalytic aminohalogenation of olefins. The olefin substrates include electron-deficient and functionalized ones, such as α,β-unsaturated esters, α,β-unsaturated ketones and α,β-unsaturated nitriles. In addition, the first asymmetric aminohalogenation by the use of Evans chiral auxiliaries is also discussed. The convincing evidence is provided to support the aziridinium mechanism of aminohalogenation reaction. The applications of this reaction are described by converting vicinal haloamines into other important synthetic building blocks.

Original languageEnglish
Pages (from-to)2745-2758
Number of pages14
JournalEuropean Journal of Organic Chemistry
Issue number17
DOIs
StatePublished - 2007

Keywords

  • Aminohalogenation
  • Aziridinium ion
  • Cinnamate
  • Haloamidation
  • Ionic liquid

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