Other Reactions of Protoberberines

Similarly, both diastereoisomeric alcohols (164 and 165) derived from 8-alkylcycloberbines gave again the C-8—N bond cleavage products. The 

The reactions described in this section have been applied to synthesis of a variety of spirobenzylisoquinoline alkaloids (Section V,C,5). 

Regioselective C-14—N bond cleavage of an 8,14-cycloberbine leads to the indenobenzazepine skeleton. This transformation was developed by Shamma et al. (100,101) and Hanaoka et al. (102-104) independently. 

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