Irradiation of 8-alkoxytetrahydro-1-naphthalenones 5 gave rearranged naphthyl alcohols 11 as major products and in contrast, 4-alkoxytetrahydrobenzocyclohepten-5-ones 6 afforded tetrahydrocyclohepta[cd]benzofurans 14 in good yields; the difference in reactivities is attributed to the conformation of six- and seven-membered rings.
T. Horaguchi, H. Iwanami, T. Tanaka, E. Hasegawa and T. Shimizu, J. Chem. Soc., Chem. Commun., 1991, 44 DOI: 10.1039/C39910000044
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