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Asymmetric Synthesis of Chiral Cyclopropanes from Sulfoxonium Ylides Catalyzed by a Chiral-at-Metal Rh(III) Complex

Jixin Pian, Qingqing Chen, Yujiao Luo, Zhifei Zhao, Jichang Liu*, Lin He and Shi-Wu Li*

*School of Chemitry and Chemical Engineering, Shihezi University, Xinjiang Uygur Autonomous Region 832000, People’s Republic of China, Email: liujcshzu.edu.cn, lishiwushzu.edu.cn

J. Pian, Q. Chen, Y. Luo, Z. Zhao, J. Liu, L. He, S.-W. Li, Org. Lett., 2022, 24, 5641-5645.

DOI: 10.1021/acs.orglett.2c01724



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Abstract

A chiral rhodium complex catalyzes an enantioselective cyclopropanation reaction of sulfoxonium ylides with β,γ-unsaturated ketoesters to provide a variety of optically pure 1,2,3-trisubstituted cyclopropanes in good yields and with excellent enantio- and diastereoselectivity.


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proposed mechanism



Key Words

cyclopropanes


ID: J54-Y2022