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Please login to access the full content or check if you have access via Method 9: Hydrobromination of Epoxides Using Lithium Tetrabromocuprate(II)

DOI: 10.1055/sos-SD-035-00442

Rück-Braun, K.; Freysoldt, T.Science of Synthesis, (200735513.

A broad range of epoxides 44 can be cleaved by lithium tetrabromocuprate(II), as shown in Scheme 18.[‌50‌] Terminal as well as bicyclic epoxides are transformed into the corresponding bromo alcohols 45 and 46 in high or even complete regioselectivity. The reagent can be readily produced from a mixture of lithium bromide and copper(II) bromide. Due to the mild conditions, a wide variety of functional groups are unaffected by the reagent, e.g. acetal, ether, silyl ether, ester, and tosyl groups, and tolerate the reaction conditions.

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