立体中心
对映选择合成
钯
催化作用
化学
有机化学
作者
Jiahui Zhao,Zhonghua Lu,J. H. Zou,Sheng-Ye Zhang,Hua-Chen Shen,Yichen Wu,Peng Wang
标识
DOI:10.1002/anie.202402612
摘要
Abstract The construction of silicon‐stereogenic silanols via Pd‐catalyzed intermolecular C−H alkenylation with the assistance of a commercially available L ‐pyroglutamic acid has been realized for the first time. Employing oxime ether as the directing group, silicon‐stereogenic silanol derivatives could be readily prepared with excellent enantioselectivities, featuring a broad substrate scope and good functional group tolerance. Moreover, parallel kinetic resolution with unsymmetric substrates further highlighted the generality of this protocol. Mechanistic studies indicate that L ‐pyroglutamic acid could stabilize the Pd catalyst and provide excellent chiral induction. Preliminary computational studies unveil the origin of the enantioselectivity in the C−H bond activation step.
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