Thieme Chemistry Journal awardees - Where are they now? Intermolecular cross-acyloin reactions by fluoride-promoted additions of O-silyl thiazolium carbinols

Alex K. Mathies, Anita E. Mattson, Karl A. Scheidt

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

The addition of acyl anion equivalents to aliphatic aldehydes (crossed-acyloin reaction) has been developed. Cesium fluoride with isopropanol as solvent promotes the addition of O-silyl thiazolium carbinols to various aliphatic aldehydes in moderate to good yields. These reactions represent a general procedure for the selective coupling of aliphatic aldehydes by an acyl anion reaction which have been problematic until now.

Original languageEnglish (US)
Pages (from-to)377-383
Number of pages7
JournalSynlett
Issue number3
DOIs
StatePublished - Feb 1 2009

Keywords

  • Acyl anions
  • Acyloin reaction
  • Carbinols
  • Cesium fluoride
  • Thiazolium

ASJC Scopus subject areas

  • Organic Chemistry

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