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Hexafluoroisopropanol-Enabled Copper-Catalyzed Asymmetric Halogenation of Cyclic Diaryliodoniums for the Synthesis of Axially Chiral 2,2'-Dihalobiaryls

Jie Ke, Bing Zu, Yonghong Guo, Yingzi Li and Chuan He*

*Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong 518055, China, Email: hecsustech.edu.cn

J. Ke, B. Zu, Y. Guo, Y. Li, C. He, Org. Lett., 2021, 23, 329-333.

DOI: 10.1021/acs.orglett.0c03833



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Abstract

CuX catalyzes an efficient asymmetric halogenation of cyclic diaryliodonium salts to provide a wide range of axially chiral 2,2'-dihalobiaryls in very good yields and with excellent enantioselectivities in the presence of a chiral bisoxazoline ligand, tetrabutylammonium halides, and hexafluoroisopropanol. The products can be transformed into a number of enantiopure chiral ligands.

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Key Words

iodination


ID: J54-Y2021