Irradiation of t-butylbenzene in methanol containing a trace of hydrochloric acid gives 4-methoxy-1-t-butyl-(1) and 6-methoxy-2-t-butyl-bicyclo[3.1.0]hex-2-ene (2a, b); the 4-methoxy-adduct is formed by addition of methanol to t-butylbenzvalene and the 6-methoxy-adducts may be formed by a sensitized vinylcyclopropane rearrangement, via a bicyclo[2.1.1]hexene intermediate, of the 4-methoxy-adduct.
Y. Izawa, H. Tomioka, T. Kagami and T. Sato, J. Chem. Soc., Chem. Commun., 1977, 780 DOI: 10.1039/C39770000780
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