对称化
化学
动力学分辨率
对映选择合成
辛可宁
硒化物
电泳剂
催化作用
组合化学
基质(水族馆)
酚类
有机化学
磺酸
氢键
有机催化
分子
地质学
硒
海洋学
作者
Hui‐Yun Luo,Zi-Hao Li,Deng Zhu,Qin Yang,Ren‐Fei Cao,Tong‐Mei Ding,Zhi Min Chen
摘要
Enantioselective synthesis of axially chiral sulfur-containing biaryl derivatives through the electrophilic sulfenylation of biaryl phenols has been achieved for the first time. This catalytic asymmetric system, which involves sequential desymmetrization and kinetic resolution, is enabled by a combination of a novel 3,3'-disubstituted BINOL-derived selenide catalyst and an achiral sulfonic acid. Control experiments and computational studies suggest that multiple noncovalent interactions between the cocatalysts and substrate, especially a network of hydrogen bond interactions, play a crucial role in determining the enantioselectivity and reactivity.
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