Sila-morita-baylis-hillman reaction of Arylvinyl ketones: Overcoming the dimerization problem

Alexander Trofimov, Vladimir Gevorgyan

Research output: Contribution to journalArticle

19 Scopus citations

Abstract

Arylvinyl ketones, under Morita-Baylis-Hillman (MBH) reaction conditions, produce a mixture of dimerization products. We propose a solution to this problem: a sila-MBH reaction. This cascade reaction involves addition of phosphine catalyst to arylvinyl ketones, trapping of the forming β-silylenolate with aldehyde, followed by a 1,3-Brook rearrangement to give the Si-MBH adducts in good to excellent yields.

Original languageEnglish (US)
Pages (from-to)253-255
Number of pages3
JournalOrganic Letters
Volume11
Issue number1
DOIs
StatePublished - Jan 1 2009
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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