Regioselective functionalisation of triamantane

Abstract
The C18H24 diamondoid hydrocarbon triamantane reacts with bromine largely at the 2-position and with lead tetrabenzoate largely at the 3-position; 2-bromotriamantane can be isomerised to 9-bromotriamantane and the 9-methyl derivative can be obtained directly from a C19H26 precursor by aluminium chloride-catalysed rearrangement.

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