A highly active 4-siloxyproline catalyst for asymmetric synthesis

Yujiro Hayashi, Junichiro Yamaguchi, Kazuhiko Hibino, Tatsunobu Sumiya, Tatsuya Urushima, Mitsuru Shoji, Daisuke Hashizume, Hiroyuki Koshino

Research output: Contribution to journalArticle

125 Citations (Scopus)

Abstract

trans-4-tert-Butyldimethylsiloxy-L-proline displays a greater catalytic activity than the parent proline without compromising the enantioselectivity, which widens the substrate scope in the α-aminoxylation of carbonyl compounds, as well as O-nitrosoaldol/Michael, and Mannich reactions.

Original languageEnglish
Pages (from-to)1435-1439
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume346
Issue number12
DOIs
Publication statusPublished - 2004 Oct 1
Externally publishedYes

Keywords

  • Asymmetric synthesis
  • Mannich reaction
  • Organic catalysis
  • Oxidation
  • Proline

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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  • Cite this

    Hayashi, Y., Yamaguchi, J., Hibino, K., Sumiya, T., Urushima, T., Shoji, M., Hashizume, D., & Koshino, H. (2004). A highly active 4-siloxyproline catalyst for asymmetric synthesis. Advanced Synthesis and Catalysis, 346(12), 1435-1439. https://doi.org/10.1002/adsc.200404166