Enantioselective Synthesis of 3,3′‐Disubstituted 2‐Amino‐2′‐hydroxy‐1,1′‐binaphthyls by Copper‐Catalyzed Aerobic Oxidative Cross‐Coupling
作者:Xiao‐Jing Zhao、Zi‐Hao Li、Tong‐Mei Ding、Jin‐Miao Tian、Yong‐Qiang Tu、Ai‐Fang Wang、Yu‐Yang Xie
DOI:10.1002/anie.202015001
日期:2021.3.22
challenging direct asymmetric catalytic aerobic oxidative cross‐coupling of 2‐naphthylamine and 2‐naphthol, using a novel CuI/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
首次成功开发了具有挑战性的2-萘胺和2-萘酚的直接不对称催化好氧氧化交叉偶联,使用新型Cu I / SPDO系统。获得了对映体富集的3,3'-双取代NOBIN,可以很容易地衍生出不同的手性配体和催化剂。该反应具有高对映选择性(高达96%ee)和良好的产率(高达80%)。在DFT计算表明,CF之间在F-H相互作用3的L17和2-萘酚的H-1,8,和两个联接伙伴之间的π-π堆叠可以在这个交叉偶联反应的enantiocontrol起到至关重要的作用。