Synthesis of disubstituted homodiamantanes by acylative ring expansion using benzoyl trifluoromethanesulfonate

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Diamantane is a hydrocarbon whose carbon framework is a part of diamond lattices. Acylative ring expansion of 1- and 4-diamantanecarbaldehyde using benzoyl trifluoromethanesulfonate and trifluoromethanesulfonic acid yielded 10-hydroxyhomodiamant-9-yl benzoate and 7-hydroxyhomodiamant-8-yl benzoate, whose skeletal structures are same as pentacyclo[8.3.1.1^(4,13).0^(2,7).0^(6,12)]tetradecane.

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