环丁烷
立体中心
对映选择合成
环加成
化学
催化作用
立体化学
邻接
立体选择性
组合化学
有机化学
作者
Lei Zeng,Jingjing Xu,Dongsheng Zhang,Zhongliang Yan,Guolin Cheng,Weidong Rao,Lizhu Gao
标识
DOI:10.1002/anie.202008465
摘要
Abstract A catalytic enantioselective formal [2+2] cycloaddition between α‐halo acroleins and electronically diverse arylalkenes is described. In the presence of (S)‐oxazaborolidinium cation as the catalyst, densely functionalized cyclobutanes containing two vicinal tetrasubstituted stereocenters were produced in high yields and high diastereoselectivities with excellent enantioselectivities. Mechanistic studies revealed that the cis isomer could be transformed into the trans isomer via an enantiocontrolled process. A gram‐scale reaction of this catalytic method was used to demonstrate its synthetic potential.
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