Chiral Selenide-Catalyzed Enantioselective Allylic Reaction and Intermolecular Difunctionalization of Alkenes: Efficient Construction of C-SCF<sub>3</sub> Stereogenic Molecules

Xiang Liu, Yaoyu Liang, Jieying Ji, Jie Luo, Xiaodan Zhao

Journal of the American Chemical Society · 2018 · 162 citations · 56 references

Concepts

Abstract

New approaches for the synthesis of enantiopure trifluoromethylthiolated molecules by chiral selenide-catalyzed allylic trifluoromethylthiolation and intermolecular difunctionalization of unactivated alkenes are disclosed. In these transformations, functional groups were well tolerated, and the desired products were obtained in good yields with excellent chemo-, enantio-, and diastereoselectivities. This reaction is nicely complementary to enantioselective trifluoromethylthiolation, allylic functionalization, and intermolecular alkene difunctionalization.

References

56