轴对称性
催化作用
化学
高分子科学
材料科学
高分子化学
工程类
有机化学
结构工程
作者
Chun Ma,Fei Jiang,Feng‐Tao Sheng,Yinchun Jiao,Guang‐Jian Mei,Feng Shi
标识
DOI:10.1002/anie.201811177
摘要
Abstract The first catalytic asymmetric construction of 3,3′‐bisindole skeletons bearing both axial and central chirality has been established by organocatalytic asymmetric addition reactions of 2‐substituted 3,3′‐bisindoles with 3‐indolylmethanols (up to 98 % yield, all >95:5 d.r., >99 % ee ). This reaction also represents the first highly enantioselective construction of axially chiral 3,3′‐bisindole skeletons, and utilizes the strategy of introducing a bulky group to the ortho ‐position of prochiral 3,3′‐bisindoles. This reaction not only provides a good example for simultaneously controlling axial and central chirality in one operation, but also serves as a new strategy for catalytic enantioselective construction of axially chiral 3,3′‐bisindole backbones from prochiral substrates.
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