Volume 42, Issue 17 pp. 2005-2009
Concise Report

Chiral Lewis Base/Achiral Acid Co-Catalyzed Atroposelective Sulfenylation of Pyrrole Derivatives: Construction of C—N Axially Chiral Sulfides

Qin Yang

Qin Yang

School of Chemistry and Chemical Engineering, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Shanghai Jiao Tong University, Shanghai, 200240 China

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Hui-Yun Luo

Hui-Yun Luo

School of Chemistry and Chemical Engineering, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Shanghai Jiao Tong University, Shanghai, 200240 China

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Deng Zhu

Deng Zhu

School of Chemistry and Chemical Engineering, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Shanghai Jiao Tong University, Shanghai, 200240 China

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Xin-Yu Zhang

Xin-Yu Zhang

School of Chemistry and Chemical Engineering, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Shanghai Jiao Tong University, Shanghai, 200240 China

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Hua Ke

Corresponding Author

Hua Ke

Engineering Technology Research Center for Environmental Protection Materials, Pingxiang University, Pingxiang, Jiangxi, 337055 China

E-mail: [email protected]; [email protected]Search for more papers by this author
Zhi-Min Chen

Corresponding Author

Zhi-Min Chen

School of Chemistry and Chemical Engineering, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Shanghai Jiao Tong University, Shanghai, 200240 China

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu, 730000 China

E-mail: [email protected]; [email protected]Search for more papers by this author
First published: 25 April 2024
Citations: 6

Comprehensive Summary

Chiral BINAM-derived selenide/achiral acid co-catalyzed atroposelective electrophilic sulfenylation of pyrrole derivatives has been realized for the first time. A variety of C—N axially chiral sulfur-containing pyrrole derivatives were readily obtained in moderate to good yields with moderate to excellent enantioselectivities. This catalytic system involves sequential desymmetrization and kinetic resolution.

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