Homoberbine-type

C-NMR chemical shifts of the heterocyclic rings of selected bicyclic compounds and of homoberbine-type isoquinobenzazepines (including the alkaloid saulatine, 11) are listed in Tables 9 and 10, respectively. Shifts of a-olefinic and (at higher field) )S-olefinic carbon atoms of enamines 77a, 288, and 292-294 and of the iminium group carbon atom in bicyclic salt 60 are found in the respective regions reported in the literature to be typical of such compounds (82T1975, p. 1986). 

M) M-type, C-homoberbine, homoprotoberbine, isoquino[2,l-b][2] benzazepine (cf. 6)... 

A surprising synthesis of 1,2-fused pyridinium salts (type 230) is exemplified by the formation of derivative 252 from dihydrofuran 251 (83CL21). Amide 253 undergoes, in analogy with homoberbine syntheses, twofold cyclization to achieve enamine 254 (03WO84963). 

Cyclic Reissert equivalent compound 265 yields, by transformation into intermediate 266 followed by sulfuryl chloride-mediated ring-opening rearrangement, L-type homoberbine enamide 267 (05T5037). 

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