On irradiation, diepoxy[15]annulenone 1 and monobromo-diepoxy[15]annulenone 2 undergo an intriguing rearrangement, whereby all of the ether and carbonyl oxygens of 1 and 2 can travel freely and change their positions in the rings to give 15 position isomers in all.
H. Ogawa, Y. Ohokubo, Y. Nogami, Y. Kato, T. Koga and T. Imoto, J. Chem. Soc., Chem. Commun., 1995, 1213 DOI: 10.1039/C39950001213
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