Kinetic Resolution of 1,2-Diamines via Organocatalyzed Asymmetric Electrophilic Aminations of Anilines  

作　　者：Jinglei Xie Zheng Guo Wei Liu Dekun Zhang Yu-Peng He Xiaoyu Yang 

机构地区：[1]School of Physical Science and Technology,ShanghaiTech University,Shanghai 201210,China [2]Key Laboratory of Petrochemical Catalytic Science and Technology,Liaoning Shihua University,Fushun,Liaoning 113001,China [3]Universityof Chinese Academy of Sciences,Bejing 100049,China [4]State Key Laboratory of Fine Chemicals,Ningbo Institute of Dalian University of Technology,Ningbo,Zhejiang 315016,China

出　　处：《Chinese Journal of Chemistry》2022年第14期1674-1680,共7页中国化学（英文版）

基　　金：NSFC(Grant No.22171186) and ShanghaiTech University start-up funding for financial support;the support from Analytical Instrumentation Center(contract no.SPST-AIC10112914),SPST。

摘　　要：An efficient kinetic resolution(KR)protocol for 1,2-diamines has been developed through asymmetric electrophilic aminations of anilines enabled by chiral phosphoric acid catalysis.A wide array of substituted 1,2-diamines were compatible with this method,generating both the recovered staring materials and the amination products with high enantioselectivities(with s-factor up to 218).Notably,this method is amenable to the kinetic resolution of 1,2-diamines bearingα-tertiary amine moieties,which represents the first KR of this type of 1,2-diamines.Facile removal of the introduced hydrazine group and oxidative cleavage of the N-aryl group to release the free primary amine demonstrate the value of this method.

关 键 词：Asymmetric catalysis 1 2-Diamines Kinetic resolution Chiral phosphoric acids AMINATION 

分 类 号：O62[理学—有机化学]