Asymmetric aldol reaction of chloral catalyzed by diarylprolinol

Yujiro Hayashi, Shoya Watanabe, Yusuke Yasui, Shigenobu Umemiya

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

The asymmetric cross-aldol reaction of chloral hydrate with aldehyde pronucleophiles catalyzed by a trifluoromethyl-substituted diarylprolinol was accomplished to afford γ-trichloro-β-hydroxy aldehydes in good yields with excellent enantioselectivities. The resulting aldehyde products were converted into chiral α-azido, α-(4-methyl)phenoxy, and α-fluoro esters without a loss in the diastereo- or enantioselectivities.

Original languageEnglish
Pages (from-to)1646-1649
Number of pages4
JournalChemCatChem
Volume7
Issue number11
DOIs
Publication statusPublished - 2015 Jun 1

Keywords

  • aldehydes
  • aldol reaction
  • asymmetric synthesis
  • chloral
  • organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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