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

Title Chiral Selenide-Catalyzed Enantioselective Allylic Reaction and Intermolecular Difunctionalization of Alkenes: Efficient Construction of C-SCF Stereogenic Molecules.
Authors X. Liu; Y. Liang; J. Ji; J. Luo; X. Zhao
Journal J Am Chem Soc
DOI 10.1021/jacs.8b01513
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.

Citation X. Liu; Y. Liang; J. Ji; J. Luo; X. Zhao.Chiral Selenide-Catalyzed Enantioselective Allylic Reaction and Intermolecular Difunctionalization of Alkenes: Efficient Construction of C-SCF Stereogenic Molecules.. J Am Chem Soc. 2018;140(14):47824786. doi:10.1021/jacs.8b01513

Related Elements

Selenium

Selenium Bohr ModelSee more Selenium products. Selenium (atomic symbol: Se, atomic number: 34) is a Block P, Group 16, Period 4 element with an atomic radius of 78.96. The number of electrons in each of Selenium's shells is 2, 8, 18, 6 and its electron configuration is [Ar] 3d10 4s2 4p4. The selenium atom has a radius of 120 pm and a Van der Waals radius of 190 pm. Selenium is a non-metal with several allotropes: a black, vitreous form with an irregular crystal structure three red-colored forms with monoclinic crystal structures and a gray form with a hexagonal crystal structure, the most stable and dense form of the element. Elemental SeleniumOne of the most common uses for selenium is in glass production the red tint that it lends to glass neutralizes green or yellow tints from impurities in the glass materials. Selenium was discovered and first isolated by Jöns Jakob Berzelius and Johann Gottlieb Gahn in 1817. The origin of the name Selenium comes from the Greek word "Selênê," meaning moon.

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