Asymmetric epoxidation catalyzed by D-glucose-derived uloses

Tony K.M. Shing; Gulice Y.C. Leung

doi:10.1016/S0040-4020(02)00577-X

Asymmetric epoxidation catalyzed by D-glucose-derived uloses

Tony K.M. Shing, Gulice Y.C. Leung

化学科

研究成果: Article

45 引用（Scopus）

抜粋

Three ulose catalysts (1-3) were prepared from D-glucose via an intramolecular nitrile oxide cycloaddition (INOC) as the key step. The enantioselectivity of ulose 2 and 3 in asymmetric epoxidation was poor (up to 26% ee). Ulose 1 afforded good chemical yields (up to 83% yield) and the enantiomeric excess is up to 71% for the formation of (-)-trans-stilbene oxide.

元の言語	English
ページ（範囲）	7545-7552
ページ数	8
ジャーナル	Tetrahedron
巻	58
発行部数	37
DOI	https://doi.org/10.1016/S0040-4020(02)00577-X
出版物ステータス	Published - 2002 9 9

フィンガープリント

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

これを引用

Shing, T. K. M., & Leung, G. Y. C. (2002). Asymmetric epoxidation catalyzed by D-glucose-derived uloses. Tetrahedron, 58(37), 7545-7552. https://doi.org/10.1016/S0040-4020(02)00577-X

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N2 - Three ulose catalysts (1-3) were prepared from D-glucose via an intramolecular nitrile oxide cycloaddition (INOC) as the key step. The enantioselectivity of ulose 2 and 3 in asymmetric epoxidation was poor (up to 26% ee). Ulose 1 afforded good chemical yields (up to 83% yield) and the enantiomeric excess is up to 71% for the formation of (-)-trans-stilbene oxide.

AB - Three ulose catalysts (1-3) were prepared from D-glucose via an intramolecular nitrile oxide cycloaddition (INOC) as the key step. The enantioselectivity of ulose 2 and 3 in asymmetric epoxidation was poor (up to 26% ee). Ulose 1 afforded good chemical yields (up to 83% yield) and the enantiomeric excess is up to 71% for the formation of (-)-trans-stilbene oxide.

KW - Asymmetric epoxidation

KW - D-glucose

KW - Ulose

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文献にアクセス

10.1016/S0040-4020(02)00577-X