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Synthesis of 1,2-dichloroalkanes

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A stereospecific triphenylphosphine oxide-catalyzed 1,2-dichlorination reaction of epoxides is effective for a range of terminal and internal epoxides. In contrast to the classical Appel-type dichlorination of epoxides, oxalyl chloride is used as a stoichiometric reagent to generate the chlorophosphonium salt responsible for dichlorination from catalytic triphenylphosphine oxide.
R. M. Denton, X. Tang, A. Przeslak, Org. Lett., 2010, 12, 4678-4681.