Base-catalysed rearrangement of the monophenolic dihydroprotoberberine salts (5) and (7) leads to the spirobenzylisoquinolines (6) and (8) respectively, while rearrangement of the salt (9) furnishes the dibenzocyclopent[b]azepine (14).
M. Shamma and J. F. Nugent, J. Chem. Soc. D, 1971, 1642b DOI: 10.1039/C2971001642B
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