Highly diastereo- and enantioselective direct aldol reactions in water

Yujiro Hayashi, Tatsunobu Sumiya, Junichi Takahashi, Hiroaki Gotoh, Tatsuya Urushima, Mitsuru Shoji

Research output: Contribution to journalArticle

423 Citations (Scopus)

Abstract

(Chemical Equation Presented) Going green: The synthetically very important aldol reaction can proceed in water without a metal catalyst with excellent enantioselectivity. The key to the reaction is a small, synthetic organic catalyst based on trans-hydroxyproline with a siloxy group. Thus, this method is an environmentally friendly process for the synthesis of chiral molecules.

Original languageEnglish
Pages (from-to)958-961
Number of pages4
JournalAngewandte Chemie - International Edition
Volume45
Issue number6
DOIs
Publication statusPublished - 2006 Jan 30

Keywords

  • Aldol reaction
  • Asymmetric synthesis
  • Diastereoselectivity
  • Organocatalysis
  • Solvent effects

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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    Hayashi, Y., Sumiya, T., Takahashi, J., Gotoh, H., Urushima, T., & Shoji, M. (2006). Highly diastereo- and enantioselective direct aldol reactions in water. Angewandte Chemie - International Edition, 45(6), 958-961. https://doi.org/10.1002/anie.200502488