Catalytic additions of acylsilanes to imines: An acyl anion strategy for the direct synthesis of α-amino ketones

Anita E. Mattson, Karl A Scheidt*

*Corresponding author for this work

Research output: Contribution to journalArticle

87 Scopus citations

Abstract

(Chemical Equation Presented) The addition of acylsilanes to imines catalyzed by neutral carbenes (or zwitterions) generated in situ from readily available thiazolium salts is described. The general reaction successfully utilizes acylsilanes as carbonyl anion precursors and is tolerant of a range of structural diversity on the acylsilane or imine electrophile. The overall reaction utilizes easily available precursors and directly accesses protected α-amino ketones in the correct oxidation state.

Original languageEnglish (US)
Pages (from-to)4363-4366
Number of pages4
JournalOrganic Letters
Volume6
Issue number23
StatePublished - Nov 11 2004

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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