阿托品
对映选择合成
吡咯
化学
钯
吲哚试验
动力学分辨率
表面改性
催化作用
组合化学
位阻效应
有机化学
物理化学
作者
Yao Wang,Chuan‐Jun Lu,Li-Wen Zhan,Yi Wu,Jiu‐Ju Feng,Renrong Liu
标识
DOI:10.1002/ange.202218871
摘要
Abstract The catalytic asymmetric construction of N−N atropisomeric biaryls remains a formidable challenge. Studies of them lag far behind studies of the more classical carbon‐carbon biaryl atropisomers, hampering meaningful development. Herein, the first palladium‐catalyzed enantioselective C−H activation of pyrroles for the synthesis of N−N atropisomers is presented. Structurally diverse indole‐pyrrole atropisomers possessing a chiral N−N axis were produced with good yields and high enantioselectivities by alkenylation, alkynylation, allylation, or arylation reactions. Furthermore, the kinetic resolution of trisubstituted N−N heterobiaryls with more sterically demanding substituents was also achieved. Importantly, this versatile C−H functionalization strategy enables iterative functionalization of pyrroles with exquisite selectivity, expediting the formation of valuable, complex, N−N atropisomers.
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