Organic Letters
Organic Letters
5 years ago

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

Enantioselective [3 + 2] Annulation of Enals with 2-Aminoacrylates Catalyzed by N-Heterocyclic Carbene
Rui Zhang, Xiao-Qian Shi, Xiao-Ke Wang, Xing-Shuo Li, Li−Li Cao, Jing Qi, Liang-Liang Zhao
A novel and convenient strategy for the enantioselective synthesis of γ-lactam derivatives via N-heterocyclic carbene catalyzed formal [3 + 2] annulation of enals with 2-aminoacrylates is disclosed. This activation mode provides a complementary approach to the synthesis of various γ-lactam derivatives in good yields with excellent diastereo- and enantioselectivities. In this process, two consecutive stereocenters are constructed, and a quaternary carbon center is also established.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01860

DOI: 10.1021/acs.orglett.7b01860

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