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35.2.5.2.10 Method 10: Hydrobromination of Epoxides Using Lithium Tetrabromonickelate(II)

DOI: 10.1055/sos-SD-035-00442

Rück-Braun, K.; Freysoldt, T.Science of Synthesis, (200735514.

Lithium tetrabromonickelate(II) in tetrahydrofuran offers a soft nucleophilic bromine and is therefore able to open epoxides 47 to bromo alcohols 48 and 49 without attacking other acid- or base-sensitive groups (Scheme 19).[‌51‌] There are very few examples for the use of lithium tetrabromonickelate(II) in the literature, yet some natural products can be synthesized using this method.

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