Abstract
A number of Cookson's diketone (Cs-trishomocubane-8,11-dione) derivatives were synthesised and introduced into the reaction with chlorosulfonic acid to give previously unknown polysubstituted D3-trishomocubanes (pentacyclo[6.3.0.02,6.03,10.05,9]undecanes) – chiral analogues of the parent cubanes. In the case of 1,9-dibromo-Cs-trishomocubane-8,11-dione, the reaction proceeded with conservation of both carbonyl groups selectively affording 3-bromo-6-chloro-D3-trishomocubane-4,7-dione whose distinct substitution pattern was confirmed by means of X-ray structural analysis.
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