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Hexafluoroisopropanol-Enabled Copper-Catalyzed Asymmetric Halogenation of Cyclic Diaryliodoniums for the Synthesis of Axially Chiral 2,2′-Dihalobiaryls by Jie Ke; Bing Zu; Yonghong Guo; Yingzi Li; Chuan He is a Chemistry article available to read on EtoBox.

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An efficient asymmetric halogenation of cyclic diaryliodonium salts is demonstrated, which gives access to a wide range of axially chiral 2,2'-dihalobiaryls in good to excellent yields and with excellent enantioselectivities. The use of CuX with chiral bisoxazoline ligand and tetrabutylammonium halides in the unique solvent of hexafluoroisopropanol (HFIP) led to the best results in the process. The axially chiral 2,2'-dihalobiaryls can be transformed into a number of enantiopure chiral ligands that could be potentially useful in asymmetric catalysis.

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Author

Jie Ke; Bing Zu; Yonghong Guo; Yingzi Li; Chuan He

Publisher

American Chemical Society (ACS)

Published

2020

Language

EN

Field

Chemistry (Physical Sciences)