Volume 24, Issue 5 pp. 681-688
Full Paper

Diastereoselective Epoxidation of N-Enoylsultams with Different Chiral Sultams as Auxiliaries

Shu-Jia Zhang

Shu-Jia Zhang

Tel.: 0086-411-87403348; Fax: 0086-411-87402449

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Yong-Kang ChenHui-Ming Li

Hui-Ming Li

Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong, China

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Wei-Yang Huang

Wei-Yang Huang

Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong, China

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Viktor Rogatchov

Viktor Rogatchov

Institut für Organische Chemie, Technische Universität Dresden, D-01069, Dresden, Germany

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Peter Metz

Peter Metz

Institut für Organische Chemie, Technische Universität Dresden, D-01069, Dresden, Germany

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First published: 16 May 2006
Citations: 7

Abstract

Asymmetric epoxidation of N-enoylsultams (1, 3–15) incorporating a variety of chiral sultams as the chiral induction elements with UHP/TFAA has been studied. Both diastereomeric isomers of epoxides (2, 16–28) were obtained in high yield and moderate to high optical purity.

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