文献类型：期刊文献

英文题名：Kinetic resolution of 2H-azirinesviaCu(i)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides

作者：Deng, Hua[1,2];Liu, Tian-Tian[1,2];Ding, Zheng-Dong[1,2];Yang, Wu-Lin[1,2];Luo, Xiaoyan[1,2];Deng, Wei-Ping[1,2,3]

机构：[1]East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]Zhejiang Normal Univ, Dept Chem, Key Lab, Minist Educ Adv Catalysis Mat, Jinhua 321004, Zhejiang, Peoples R China

年份：2020

卷号：7

期号：20

起止页码：3247

外文期刊名：ORGANIC CHEMISTRY FRONTIERS

收录：;EI(收录号：20204409440372);WOS:【SCI-EXPANDED(收录号:WOS:000579143200015)】；

基金：This work was supported by the National Natural Science Foundation of China (21772038 and 21971062). The authors thank the Research Center of Analysis and Test of East China University of Science and Technology for the assistance with the MS and NMR analyses.

语种：英文

外文关键词：Copper compounds

摘要：A highly efficient kinetic resolution of racemic 2H-azirines has been achieved by catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides. With an (S,S-p)-Ph-Phosferrox/Cu(MeCN)(4)BF(4)complex as the catalyst, optically pure 2H-azirines were obtained with excellent enantioselectivities (up to 99% ee) and high resolution efficiency (Sfactors up to 845). Meanwhile, this process provided a direct approach to synthesize structurally novel 1,3-diazabicyclo[3.1.0]hexane derivatives with excellent enantioselectivities (94-99% ee).