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Diastereoselective Synthesis of CF3‑Substituted, Epoxide-Fused Heterocycles with β‑(Trifluoromethyl)vinylsulfonium Salts

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posted on 2016-02-20, 03:27 authored by Sven P. Fritz, Thomas H. West, Eoghan M. McGarrigle, Varinder K. Aggarwal
CF3-substituted vinyl diphenylsulfonium triflate is an effective annulation reagent for the formation of α-CF3 substituted, epoxide-fused heterocycles (pyrrolidines, piperidines, and tetrahydrofurans). This simple method affords a variety of valuable heterocyclic building blocks in a highly diastereoselective manner (dr >20:1).