Atroposelective synthesis of configurationally stable nonbiaryl N-C atropisomers through direct asymmetric aminations of 1,3-benzenediamines

被引:46
作者
Wang, Donglei [1 ,2 ]
Jiang, Qianwen [1 ]
Yang, Xiaoyu [1 ]
机构
[1] ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
关键词
CATALYTIC ENANTIOSELECTIVE SYNTHESIS; NON-BIARYL ATROPISOMERS; STEREOSELECTIVE-SYNTHESIS; BRONSTED ACID; ANILIDES; BINOL; CONSTRUCTION; DERIVATIVES; ALLYLATION; ARYLATION;
D O I
10.1039/d0cc02368j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly atroposelective synthesis of nonbiaryl N-C atropisomers was achievedviadirect aminations of 1,3-benzenediamines with azodicarboxylates enabled by chiral phosphoric acid catalysis. A series ofN-substituents, benzene-substituents and azodicarboxylates were well tolerated, generating N-C atropisomers with high configurational stability. The facile derivatizations and utilizations of the chiral products as novel chiral organocatalysts demonstrate the value of these reactions.
引用
收藏
页码:6201 / 6204
页数:4
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