Photolysis of dienone (7)furnishes(9a), which by way of the diazoketone (12)is cyclized to the difunctionalized [4.4.5.5]fenestrane (13); conversion into(17) and subsequent Wolff rearrangement gives (18a)and(18b); the latter, major isomer is the first [4.4.4.5]fenestrane to be characterized.
V. B. Rao, S. Wolff and W. C. Agosta, J. Chem. Soc., Chem. Commun., 1984, 293 DOI: 10.1039/C39840000293
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