Diarylprolinol in the direct asymmetric aldol reaction of trifluoromethylacetaldehyde ethyl hemiacetal with aldehyde

Yujiro Hayashi, Yusuke Yasui, Tsuyoshi Kawamura, Masahiro Kojima, Hayato Ishikawa

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Asymmetric direct aldol reaction of trifluoromethylacetaldehyde with aldehyde using diarylprolinol as a catalyst, to afford a synthetically useful β-trifluoromethyl-β-hydroxy aldehyde with excellent enantioselectivity, was developed. Commercially available trifluoromethylacetaldehyde ethyl hemiacetal was used directly as a precursor of trifluoromethylacetaldehyde without acid pyrolysis or distillation prior to use.

Original languageEnglish
Pages (from-to)485-488
Number of pages4
JournalSynlett
Issue number4
DOIs
Publication statusPublished - 2011 Feb 10
Externally publishedYes

Keywords

  • aldol reactions
  • asymmetric synthesis
  • diarylprolinol
  • organocatalyst
  • trifluoromethylacetaldehyde

ASJC Scopus subject areas

  • Organic Chemistry

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