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
see article for more reactions
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.
see article for more examples
proposed mechanism
Key Words
ID: J54-Y2022