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An unusual rearrangement of spiro cage dione to a trishomocubane derivatives is reported by acid-catalysed rearrangement with the aid of BF 3 ·OEt 2  in benzene (solvent) reflux conditions. Here, the molecular structure of cage molecule C 19 H 22 O 2  (major product) consists of five-membered rings, which adopt an  envelope  conformation and six-membered rings adopt a  chair  or  boat  conformation. The Cremer &amp; Pople puckering parameters of all four six-membered rings are calculated.

Spiro[cyclopentane-1,11′-hexacyclo[7.6.0.01,6.06,13.08,12.010,14]pentadecane]-7′,15′-dione

Spiro[cyclopentane-1,11′-hexacyclo[7.6.0.0^1,6.0^6,13.0^8,12.0^10,14]pentadecane]-7′,15′-dione