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

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 alpha,beta-unsaturated substrates followed by carbonyl coupling. Baylis-Hillman olefins were obtained when alpha,beta-unsaturated ketone...

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Bibliographic Details
Published inTetrahedron letters Vol. 41; no. 1; pp. 1 - 5
Main Authors Li, GG, Wei, HX, Gao, JJ, Caputo, TD
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.01.2000
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Summary: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 alpha,beta-unsaturated substrates followed by carbonyl coupling. Baylis-Hillman olefins were obtained when alpha,beta-unsaturated ketones were employed as the substrates, whereas beta-halogenated aldol products were generated with an alpha,beta-unsaturated N-acyl benzoxalinone as the Michael-type acceptor. (C) 1999 Elsevier Science Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/S0040-4039(99)01992-9