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α‑Regioselective Asymmetric [3 + 2] Annulations of Morita–Baylis–Hillman Carbonates with Cyclic 1‑Azadienes and Mechanism Elucidation

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NIAID Data Ecosystem2026-03-09 收录
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https://figshare.com/articles/dataset/_Regioselective_Asymmetric_3_2_Annulations_of_Morita_Baylis_Hillman_Carbonates_with_Cyclic_1_Azadienes_and_Mechanism_Elucidation/2074747
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An α-regio-, diastereo-, and enantioselective [3 + 2] annulation reaction of Morita–Baylis–Hillman carbonates of isatins and activated alkenes with a bulky electron-withdrawing 1,2-benzoisothiazole 1,1-dioxide or 1,2,3-benzoxathiazine 2,2-dioxide motif is reported, furnishing an array of spirooxindoles (>19:1 dr, up to >99% ee) catalyzed by cinchona-derived tertiary amines. Density functional theory calculation studies have been conducted to elucidate the originality of the α-regioselective annulations.
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2016-02-12
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