TiCl4-Mediated Baylis-Hillman and aldol reactions without the direct use of a Lewis base

Guigen Li, Han Xun Wei, Joe J. Gao, Thomas D. Caputo

Research output: Contribution to journalArticle

146 Scopus citations

Abstract

TiCl4-Mediated Baylis-Hillman and aldol reactions were developed without the direct use of a Lewis base. These processes involve the conjugate addition of TiCl4 to α,β-unsaturated substrates followed by carbonyl coupling. Baylis-Hillman olefins were obtained when α,β-unsaturated ketones were employed as the substrates, whereas β-halogenated aldol products were generated with an α,β-unsaturated N-acyl benzoxalinone as the Michael-type acceptor.

Original languageEnglish
Pages (from-to)1-5
Number of pages5
JournalTetrahedron Letters
Volume41
Issue number1
DOIs
StatePublished - Jan 1 2000

Keywords

  • Aldol reaction
  • Baylis-Hillman reaction
  • Titanium(IV) chloride

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