| Popis: |
A novel approach to the synthesis of β-substituted dialkyl diselenides and selenides is described through reaction of bis(trimethylsilyl)selenide with epoxides, thiiranes, and aziridines catalyzed by tetrabutylammonium fluoride. Selective formation of a wide variety of β-hydroxy, β-mercapto, and β-amino diselenides and selenides is achieved by controlling the reaction conditions in the regioselective attack of the silyl selenide onto the ring-strained heterocycles. All reactions occur in a highly regioselective and enantioconservative manner, affording the title compounds with good to high yields. Selenium-77 NMR chemical shifts were measured to verify the selective formation of the β-substituted diselenides and selenides. |
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