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Enantioselective [3 + 2] Annulation of Enals with 2-Aminoacrylates Catalyzed by N-Heterocyclic Carbene

Xing-Shuo Li, Liang-Liang Zhao, Xiao-Ke Wang, Li-Li Cao, Xiao-Qian Shi, Rui Zhang and Jing Qi*

*College of Chemistry and Environmental Science, Hebei University, Baoding 071002, People's Republic of China, Email:

X.-S. Li, L.-L. Zhao, X.-K. Wang, L.-L. Cao, X.-Q. Shi, R. Zhang, J. Qi, Org. Lett., 2017, 19, 3943-3946.

DOI: 10.1021/acs.orglett.7b01860 (free Supporting Information)

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A N-heterocyclic carbene catalyzed formal [3 + 2] annulation of enals with 2-aminoacrylates provides various γ-lactam derivatives in good yields with excellent diastereo- and enantioselectivities. In this process, two consecutive stereocenters and a quaternary carbon center are constructed.

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Key Words

γ-lactams, organocatalysis

ID: J54-Y2017