立体中心
对映选择合成
化学
硼酸化
位阻效应
催化作用
组合化学
立体化学
齿合度
有机化学
金属
芳基
烷基
作者
Yaoqing Yang,Jingyao Chen,Yong Shi,Peizhi Liu,Yu Feng,Qian Peng,Senmiao Xu
摘要
Creating a perfect catalyst to operate enzyme-like chiral recognition has been a long-sought aim. A challenging example in this context is constructing acyclic all-carbon quaternary stereogenic centers by transition metal-catalyzed enantioselective C–H activation. We now report highly enantioselective iridium-catalyzed primary C–H borylation of α-all-carbon substituted 2,2-dimethyl amides enabled by a tailor-made chiral bidentate boryl ligand (CBL). The success of the current transformation is attributed to the CBL/iridium catalyst, which has a confined chiral pocket. This protocol provides a diverse array of acyclic all-carbon quaternary stereocenters with excellent enantiocontrol and distinct structural features. Computational study reveals that steric hindrance of CBL could regulate the type of dominant orbital interaction between the catalyst and substrate, which is crucial to conferring high chiral induction.
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