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

N Iranpoor, H Firouzabadi, R Azadi…

文献索引:Iranpoor, Nasser; Firouzabadi, Habib; Azadi, Roya; Ebrahimzadeh, Farzaneh Canadian Journal of Chemistry, 2006 , vol. 84, # 1 p. 69 - 75

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被引用次数: 28

摘要

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). Key words: N-halo succinimide (NXS), N-halo saccharine (NXSac), triphenylphosphine (PPh3), epoxide, vic-halo alcohol, symmetrical dihalide, unsymmetrical dihalide.