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

421 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
Externally publishedYes

Fingerprint

Hydroxyproline
Catalysts
Water
Enantioselectivity
Metals
Molecules
3-hydroxybutanal

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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

Highly diastereo- and enantioselective direct aldol reactions in water. / Hayashi, Yujiro; Sumiya, Tatsunobu; Takahashi, Junichi; Gotoh, Hiroaki; Urushima, Tatsuya; Shoji, Mitsuru.

In: Angewandte Chemie - International Edition, Vol. 45, No. 6, 30.01.2006, p. 958-961.

Research output: Contribution to journalArticle

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, vol. 45, no. 6, pp. 958-961. https://doi.org/10.1002/anie.200502488
Hayashi, Yujiro ; Sumiya, Tatsunobu ; Takahashi, Junichi ; Gotoh, Hiroaki ; Urushima, Tatsuya ; Shoji, Mitsuru. / Highly diastereo- and enantioselective direct aldol reactions in water. In: Angewandte Chemie - International Edition. 2006 ; Vol. 45, No. 6. pp. 958-961.
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