Combined proline-surfactant organocatalyst for the highly diastereo- and enantioselective aqueous direct cross-aldol reaction of aldehydes

Yujiro Hayashi, Seiji Aratake, Tsubasa Okano, Junichi Takahashi, Tatsunobu Sumiya, Mitsuru Shoji

Research output: Contribution to journalArticle

255 Citations (Scopus)

Abstract

(Chemical Equation Presented) Why not combine the two? The asymmetric direct aldol reaction of two different aldehydes was catalyzed by a combined proline-surfactant organic catalyst in the presence of water. A stable emulsion was formed in the reaction mixture, and the aldols were obtained with excellent diastereo- and enantioselectivities (see scheme).

Original languageEnglish
Pages (from-to)5527-5529
Number of pages3
JournalAngewandte Chemie - International Edition
Volume45
Issue number33
DOIs
Publication statusPublished - 2006 Aug 18

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Keywords

  • Aldol reaction
  • Asymmetric synthesis
  • Green chemistry
  • Organocatalysis
  • Surfactants

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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