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

doi:10.1002/adsc.200404166

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

School of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

131 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 language	English
Pages (from-to)	1435-1439
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	346
Issue number	12
DOIs	https://doi.org/10.1002/adsc.200404166
Publication status	Published - 2004 Oct 1

Keywords

Asymmetric synthesis
Mannich reaction
Organic catalysis
Oxidation
Proline

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.200404166

Cite this

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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.",

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AU - Hayashi, Yujiro

AU - Yamaguchi, Junichiro

AU - Hibino, Kazuhiko

AU - Sumiya, Tatsunobu

AU - Urushima, Tatsuya

AU - Shoji, Mitsuru

AU - Hashizume, Daisuke

AU - Koshino, Hiroyuki

PY - 2004/10/1

Y1 - 2004/10/1

N2 - 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.

AB - 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.

KW - Asymmetric synthesis

KW - Mannich reaction

KW - Organic catalysis

KW - Oxidation

KW - Proline

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JO - Advanced Synthesis and Catalysis

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ER -

A highly active 4-siloxyproline catalyst for asymmetric synthesis

Abstract

Keywords

ASJC Scopus subject areas

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