Thebaine (1) reacts with tetranitromethane in benzene in the presence of oxygen to give, as the major product, the bridged peroxide, 8α,10α-epidioxy-8,14-dihydro-14β-nitrothebaine (3), the structure of which has been determined by X-ray crystallography.
R. M. Allen, C. J. Gilmore, G. W. Kirby and D. J. McDougall, J. Chem. Soc., Chem. Commun., 1980, 22 DOI: 10.1039/C39800000022
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