Premium
Copper(II)‐Catalyzed Asymmetric 1,3‐Dipolar [3+4] Cycloaddition and Kinetic Resolution of Azomethine Imines with Azoalkenes
Author(s) -
Wei Liang,
Wang ZuoFei,
Yao Lu,
Qiu Guofu,
Tao Haiyan,
Li Hua,
Wang ChunJiang
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600961
Subject(s) - chemistry , kinetic resolution , cycloaddition , enantioselective synthesis , regioselectivity , catalysis , copper , 1,3 dipolar cycloaddition , yield (engineering) , combinatorial chemistry , azomethine ylide , stereoselectivity , kinetic energy , organic chemistry , materials science , metallurgy , physics , quantum mechanics
An unprecedented copper(II)‐catalyzed enantioselective 1,3‐dipolar [3+4] cycloaddition of azomethine imines with in situ formed azoalkenes has been realized. This strategy provides a facile access to biologically important 1,2,4,5‐tetrazepine derivatives in high yield with exclusive regioselectivity and high stereoselectivity. Moreover, enantioenriched azomethine imines could be obtained via an efficient kinetic resolution using the same approach.