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Communication | Regular issue | Vol 104, No. 6, 2022, pp.1026-1032
Published online, 13th April, 2022
DOI: 10.3987/COM-22-14649
Diastereoselective Synthesis of Amide-Bridged Axially Chiral Biaryls through Point-to-Axial Asymmetric C-H Arylation

Qian Wang, Xiujuan Ma, Tingting Miao,* Jinjie Qian,* and Qian Shi*

*College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325000, China

Abstract

Amide-bridged axially chiral biaryls are important structural motif in natural products and pharmaceuticals. Herein we report a highly efficient C-H activation method to afford a novel kind of modifiable amide-bridged axially chiral biaryls. This approach has a broad scope, enabling the synthesis of various axially chiral biaryls with good reactivity and excellent diastereoselectivity. The axially chiral biaryl could be easily transformed to a new amide-bridged atropisomeric monophosphine ligand, which represent the high potential in asymmetric synthesis and catalysis.