When treated with potassium ferricyanide–sodium nitrite in the presence of base, methyl 3,10-dinitropentacyclo-[5.3.0.02,5.O3,9.O4,8]decane-1-carboxylate undergoes an unusual skeletal rearrangement to afford methyl 3,9-dinitro-exo-10-methoxypentacyclo[5.3.0.02,5.03,9.04,8]decane-8-carboxylate whose structure was confirmed via single crystal X-ray crystallographic analysis.
A. P. Marchand, P. Jin, J. L. Flippen-Anderson, R. Gilardi and C. George, J. Chem. Soc., Chem. Commun., 1987, 1108 DOI: 10.1039/C39870001108
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