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Title: N-heterocyclic carbene-catalyzed [3+4] cycloaddition and kinetic resolution of azomethine imines
Authors: Wang, Ming
Huang, Zhijian
Xu, Jianfeng
Chi, Robin Yonggui
Keywords: DRNTU::Science::Chemistry::Organic chemistry
Issue Date: 2014
Source: Wang, M., Huang, Z., Xu, J., & Chi, Y. R. (2014). N-Heterocyclic Carbene-Catalyzed [3+4] Cycloaddition and Kinetic Resolution of Azomethine Imines. Journal of the American Chemical Society, 136(4), 1214–1217.
Series/Report no.: Journal of the American Chemical Society
Abstract: The first N-heterocyclic carbene (NHC)-catalyzed [3+4] cycloaddition of azomethine imines and enals is disclosed. Oxidative catalytic remote activation of enals affords 1,4-dipolarophile intermediates that react with 1,3-dipolar azomethine imines to generate dinitrogen-fused seven-membered heterocyclic products with high optical purities. Our approach also provides effective kinetic resolution of azomethine imines, in which the substrate chiral center that is remote from the NHC catalyst can be well resolved.
ISSN: 0002-7863
DOI: 10.1021/ja411110f
Rights: © 2014 American Chemical Society.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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