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Synthesis of disubstituted homodiamantanes by acylative ring expansion using benzoyl trifluoromethanesulfonate

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Author(s): Takao Okazaki, Shusaku Mandai, Toshikazu Kitagawa and Ken'ichi Takeuchi

Journal: Science and Technology of Advanced Materials
ISSN 1468-6996

Volume: 7;
Issue: 6;
Start page: 531;
Date: 2006;
Original page

ABSTRACT
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[8.3.1.14,13.02,7.06,12]tetradecane.
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