Xiaozhong Fan, Xue Zhang, Chunyu Li
Jan 31, 2019
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Influential Citations
38
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Journal
ACS Catalysis
Abstract
Catalytically asymmetric synthesis of atropisomeric compounds is an important research area in organic synthesis. However, in comparison with C–C atropisomers, the atropisomers caused by the restricted rotation of C–N single bonds have been given less attention because of the limited methods for accessing these compounds. Herein we report a Cu-catalyzed enantioselective intramolecular Ullmann-type amination reaction for the synthesis of C–N atropisomers. The C–N axial chirality was induced highly efficiently by the intramolecular adjacent C–N cross-coupling. The readily prepared N,N′-(cyclohexane-1,2-diyl)dipicolinamides showed high efficacy and stereoinduction (up to 99% ee).