Nickel-catalyzed enantioselective reductive iminodisulfuration of alkene-tethered oxime esters with dithiosulfonate

Jie Zhou; Zhizheng Chen; Mengna Nie; Wenhao Li; Wen-Yan Tong; Haonan Wei; Hang Yan; Qianwen Gao; Shuanglin Qu; Xi Wang

doi:10.1039/D5CC01654A

Nickel-catalyzed enantioselective reductive iminodisulfuration of alkene-tethered oxime esters with dithiosulfonate†

Jie Zhou,‡^a Zhizheng Chen,‡^a Mengna Nie,‡^a Wenhao Li,^a Wen-Yan Tong,^a Haonan Wei,^a Hang Yan,^a Qianwen Gao,

*^a Shuanglin Qu

*^a and Xi Wang

*^ab

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* Corresponding authors

^a College of Chemistry and Chemical Engineering, State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, Hunan University, Changsha 410082, P. R. China
E-mail: cccewangxi@hnu.edu.cn

^b Greater Bay Area Institute for Innovation, Hunan University, Guangzhou 511300, P. R. China

Abstract

A novel nickel-catalyzed enantioselective reductive iminodisulfuration of alkene-tethered oxime esters with dithiosulfonate is presented in this study. This reaction exhibits exceptional regio- and enantioselectivity, showing broad substrate compatibility. Gram-scale synthesis of chiral pyrroline disulfide and versatile subsequent conversions highlight the synthetic utility of this scaffold.

This article is part of the themed collection: Chemical Communications HOT articles 2025

Chemical Communications

Nickel-catalyzed enantioselective reductive iminodisulfuration of alkene-tethered oxime esters with dithiosulfonate†

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Nickel-catalyzed enantioselective reductive iminodisulfuration of alkene-tethered oxime esters with dithiosulfonate

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