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  • Title: Hydroxy-directed, fluoride-catalyzed epoxide hydrosilylation for the synthesis of 1,4-diols.
    Author: Zhang YQ, Funken N, Winterscheid P, Gansäuer A.
    Journal: Angew Chem Int Ed Engl; 2015 Jun 01; 54(23):6931-4. PubMed ID: 25900348.
    Abstract:
    A novel highly regioselective, fluoride-catalyzed hydrosilylation of β-hydroxy epoxides has been developed. The reaction is modular and applicable to the synthesis of a broad range of 1,4-diols. Fluoride is crucial for two reasons: First, it promotes the formation of a silyl ether (which contains a Si-H bond) and, second, it enables ring opening by an intramolecular S(N)2 reaction through activation of the silane. The reaction can be performed under air.
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