3.8 Article

Regioselective synthesis of vic-halo alcohols and symmetrical or unsymmetrical vic-dihalides from epoxides using triphenylphosphine N-halo imides

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NATL RESEARCH COUNCIL CANADA
DOI: 10.1139/V05-261

Keywords

N-halo succinimide (NXS); N-halo saccharine (NXSac); triphenylphosphine (PPh3); epoxide; vic-halo alcohol; symmetrical dihalide; unsymmetrical dihalide

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A simple, novel, and highly regioselective cleavage of epoxides into vicinal halo alcohols and symmetrical or unsymmetrical dihalides is described using different stoichiometries of triphenylphosphine (PPh3) and N-halo succinimide (NXS) or N-halo saccharine (NXSac).

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