Stereoselective Synthesis Axially Chiral Arylnitriles through Base-Induced Chirality-Relay β-Carbon Elimination of α-Hydroxyl Ketoxime Esters
作者:Xue Zhang、Xiaoping Xue、Zhenhua Gu
DOI:10.1021/acs.orglett.3c00805
日期:2023.5.26
We report herein a point-to-axial chirality transfer reaction of α-hydroxyl oxime esters for the synthesis of axially chiral arylnitriles. The reaction proceeds smoothly through a base-promoted retro-benzoin condensation reaction of α-hydroxyl oxime esters, where the axial chirality is created via the C–C bond cleavage based on a proper distorted conformation of the biaryl structure induced by its
我们在此报告了用于合成轴向手性芳基腈的 α-羟基肟酯的点到轴向手性转移反应。该反应通过 α-羟基肟酯的碱促进逆安息香缩合反应顺利进行,其中轴向手性是通过 C-C 键断裂产生的,基于其立体异构碳中心诱导的联芳基结构的适当扭曲构象.