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

124 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
Externally publishedYes

Fingerprint

Carbonyl compounds
Enantioselectivity
Proline
Catalyst activity
Catalysts
Substrates
siloxyproline

Keywords

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

ASJC Scopus subject areas

  • Chemistry (miscellaneous)
  • Organic Chemistry
  • Catalysis

Cite this

Hayashi, Y., Yamaguchi, J., Hibino, K., Sumiya, T., Urushima, T., Shoji, M., ... 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

A highly active 4-siloxyproline catalyst for asymmetric synthesis. / Hayashi, Yujiro; Yamaguchi, Junichiro; Hibino, Kazuhiko; Sumiya, Tatsunobu; Urushima, Tatsuya; Shoji, Mitsuru; Hashizume, Daisuke; Koshino, Hiroyuki.

In: Advanced Synthesis and Catalysis, Vol. 346, No. 12, 10.2004, p. 1435-1439.

Research output: Contribution to journalArticle

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, vol. 346, no. 12, pp. 1435-1439. https://doi.org/10.1002/adsc.200404166
Hayashi Y, Yamaguchi J, Hibino K, Sumiya T, Urushima T, Shoji M et al. A highly active 4-siloxyproline catalyst for asymmetric synthesis. Advanced Synthesis and Catalysis. 2004 Oct;346(12):1435-1439. https://doi.org/10.1002/adsc.200404166
Hayashi, Yujiro ; Yamaguchi, Junichiro ; Hibino, Kazuhiko ; Sumiya, Tatsunobu ; Urushima, Tatsuya ; Shoji, Mitsuru ; Hashizume, Daisuke ; Koshino, Hiroyuki. / A highly active 4-siloxyproline catalyst for asymmetric synthesis. In: Advanced Synthesis and Catalysis. 2004 ; Vol. 346, No. 12. pp. 1435-1439.
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