New insight into the mechanism of the reaction between α,β-unsaturated carbonyl compounds and triethylborane (Brown's reaction)

Valérie Beraud, Yves Gnanou, John C. Walton, Bernard Maillard*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

34 Scopus citations

Abstract

A study of the reaction of α,β-unsaturated carbonyl compounds with triethylborane under free radical conditions (Brown's reaction) including spectroscopic analyses (11B NMR, IR, EPR) of products and intermediates indicated that these reactions involve the prior formation of an 'α,β- unsaturated carbonyl compound-organoborane' complex. (C) 2000 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)1195-1198
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number8
DOIs
StatePublished - Feb 19 2000

Keywords

  • Boron and compounds
  • Carbonyl compounds
  • Complexation
  • Enones
  • Radicals and radical reactions

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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