Trimethylsilylethynyl ketones as surrogates for ethynyl ketones in the double Michael reaction

J Org Chem. 2002 May 3;67(9):3149-51. doi: 10.1021/jo0163086.

Abstract

Trimethylsilylethynyl ketones can be desilylated in the presence of a tethered carbon diacid and induced to undergo a double Michael reaction in situ. The trimethylsilylethynyl ketones can serve as surrogates of ethynyl ketones that are difficult to prepare or isolate.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Alkanes / chemical synthesis
  • Alkanes / chemistry
  • Catalysis
  • Ketones / chemical synthesis*
  • Ketones / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Silanes / chemical synthesis
  • Silanes / chemistry
  • Stereoisomerism

Substances

  • Alkanes
  • Ketones
  • Silanes