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À propos de : Preparation and Reactions of 2-Chloro-3,4-epoxy-1-butene: AConvenient Route to (Z)-3-Chloroallylic Alcohols        

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  • Preparation and Reactions of 2-Chloro-3,4-epoxy-1-butene: AConvenient Route to (Z)-3-Chloroallylic Alcohols
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  • Epoxide 2 was prepared from 3,4-dichloro-1-butene (1) by epoxidation with m-CPBA and subsequentdehydrohalogenation of the intermediate dichloroepoxide with molten KOH, affording 2 in 64%overall yield (2 steps). Catalytic CuBr/SMe2-mediated SN2‘ addition of sp2- or sp3-hybridized Grignardreagents to 2-chloro-3,4-epoxy-1-butene (2) afforded (Z)-3-chloroallylic alcohols such as 3 in goodyields and with high regio- and stereoselectivity.
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