Asymmetric Aldol Reaction of Dichloroacetaldehyde Catalyzed by Diarylprolinol

Yujiro Hayashi, Daichi Nakamura, Yusuke Yasui, Kotaro Iwasaki, Hiroaki Chiba

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The asymmetric cross-aldol reaction of dichloroacetaldehyde with aldehyde pronucleophiles proceeds in the presence of a trifluoromethyl-substituted diarylprolinol to afford γ,γ-dichloro-β-hydroxy aldehydes in good yield with excellent enantioselectivity. The obtained products are useful synthetic intermediates; they were successfully converted to form chiral alkynes and dichloroalkenes. (Figure presented.) .

Original languageEnglish
Pages (from-to)2345-2351
Number of pages7
JournalAdvanced Synthesis and Catalysis
Volume358
Issue number14
DOIs
Publication statusPublished - 2016 Jan 1

Keywords

  • aldol reaction
  • asymmetric synthesis
  • dichloroacetaldehyde
  • organocatalysts

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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