4.8 Article

Chiral Selenide-Catalyzed Enantioselective Allylic Reaction and Intermolecular Difunctionalization of Alkenes: Efficient Construction of C-SCF3 Stereogenic Molecules

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 14, Pages 4782-4786

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b01513

Keywords

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Funding

  1. One Thousand Youth Talents Program of China
  2. National Natural Science Foundation of China [21772239]
  3. Natural Science Foundation of Guangdong Province [2014A030312018]

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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.

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