Asymmetric synthesis of 4-aryl-1,2,5-thiadiazolidin-3-one 1,1-dioxides via Pd-catalyzed hydrogenation of cyclic ketimines

Zhou-Hao Zhu; Meng-Lin Chen; Guo-Fang Jiang

doi:10.1039/C6OB02655A

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Asymmetric synthesis of 4-aryl-1,2,5-thiadiazolidin-3-one 1,1-dioxides via Pd-catalyzed hydrogenation of cyclic ketimines†

Zhou-Hao Zhu,^a Meng-Lin Chen^a and Guo-Fang Jiang

*^a

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* Corresponding authors

^a State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China
E-mail: gfjiang@hnu.edu.cn

Abstract

An efficient access to optically active sulfahydantoins, 4-aryl-1,2,5-thiadiazolidin-3-one 1,1-dioxides, was developed through palladium-catalyzed asymmetric hydrogenation of the corresponding cyclic N-sulfonylketimines with up to 98% ee.

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Article information

DOI: https://doi.org/10.1039/C6OB02655A
Article type: Communication
Submitted: 05 Dec 2016
Accepted: 13 Jan 2017
First published: 13 Jan 2017

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Org. Biomol. Chem., 2017,15, 1325-1328

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Asymmetric synthesis of 4-aryl-1,2,5-thiadiazolidin-3-one 1,1-dioxides via Pd-catalyzed hydrogenation of cyclic ketimines

Z. Zhu, M. Chen and G. Jiang, Org. Biomol. Chem., 2017, 15, 1325 DOI: 10.1039/C6OB02655A

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Organic & Biomolecular Chemistry

Asymmetric synthesis of 4-aryl-1,2,5-thiadiazolidin-3-one 1,1-dioxides via Pd-catalyzed hydrogenation of cyclic ketimines†

Abstract

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Asymmetric synthesis of 4-aryl-1,2,5-thiadiazolidin-3-one 1,1-dioxides via Pd-catalyzed hydrogenation of cyclic ketimines

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