Rhodium(i)-catalyzed C–S Bond Formation Via Enantioselective ...

Rhodium(i)-catalyzed C–S bond formation via enantioselective carbenoid S–H insertion: catalytic asymmetric synthesis of α-thioesters†

Check for updates Yu-Tuo Sun,‡ab Xiaofeng Rao,‡a Weici Xua and Ming-Hua Xu ORCID logo *a Author affiliations

* Corresponding authors

a Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, 1088 Xueyuan Boulevard, Shenzhen 518055, China E-mail: [email protected] Tel: +86 755 88018383

b Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu-chongzhi Road, Shanghai 201203, China

Abstract

Asymmetric construction of C–S bonds through transition-metal catalysis is a challenging subject. By using chiral diene as the ligand, we have developed the first rhodium(I)-catalyzed asymmetric carbene insertion approach for C–S bond formation to access sulfur-substituted stereocenters under mild conditions, allowing the facile synthesis of a range of potentially valuable α-thioesters in high yields with moderate to good enantioselectivities.

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