Diarylprolinol in an asymmetric, direct cross-aldol reaction with alkynyl aldehydes

Yujiro Hayashi, Masahiro Kojima, Yusuke Yasui, Yuta Kanda, Takasuke Mukaiyama, Hiroki Shomura, Daichi Nakamura, Ritmaleni, Itaru Sato

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

The direct cross-aldol reaction of alkynyl aldehydes catalyzed by a trifluoromethylated diarylprolinol provides a practical route for the highly enantioselective synthesis of chiral β-alkynyl-β-hydroxy aldehydes. Good anti selectivity and excellent enantioselectivity were obtained in the reactions of silylpropynals, which afford synthetically useful chiral building blocks. Reacts like a Pro: The asymmetric, direct cross-aldol reaction of alkynyl aldehydes catalyzed by a trifluoromethylated diarylprolinol provides a practical and highly enantioselective synthesis of chiral β-alkynyl-β-hydroxy aldehydes. Good anti selectivity and excellent enantioselectivity are obtained in the reactions of silylpropynals, which afford synthetically useful chiral building blocks.

Original languageEnglish
Pages (from-to)2887-2892
Number of pages6
JournalChemCatChem
Volume5
Issue number10
DOIs
Publication statusPublished - 2013 Oct

Keywords

  • Aldehydes
  • Aldol reaction
  • Alkynes
  • Asymmetric synthesis
  • Organocatalysis

ASJC Scopus subject areas

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

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