Enantioselective Synthesis of 3,3′‐Disubstituted 2‐Amino‐2′‐hydroxy‐1,1′‐binaphthyls by Copper‐Catalyzed Aerobic Oxidative Cross‐Coupling
Xiaojing Zhao, Zi‐Hao Li, Tong‐Mei Ding, Jin‐Miao Tian, Yong‐Qiang Tu, Ai‐Fang Wang, Yuyang Xie
Abstract
Abstract A challenging direct asymmetric catalytic aerobic oxidative cross‐coupling of 2‐naphthylamine and 2‐naphthol, using a novel Cu I /SPDO system, has been successfully developed for the first time. Enantioenriched 3,3′‐disubstituted NOBINs were achieved and could be readily derived to divergent chiral ligands and catalysts. This reaction features high enantioselectivities (up to 96 % ee ) and good yields (up to 80 %). The DFT calculations suggest that the F–H interactions between CF 3 of L17 and H‐1,8 of 2‐naphthol, and the π–π stacking between the two coupling partners could play vital roles in the enantiocontrol of this cross‐coupling reaction.