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황순호,임형업,우성주,김신규 慶熙大學校 1994 論文集 Vol.23 No.-
We have synthesized protoberberine derivatives from tetra- hydroberberinium perchlorate. On quaternization of a several protoberberine derivativese with methyl iodide, the formation of the cis methiodides the corresponding trans methiodides increased according to the order of the bulkiness of the 14-substituent as H>CH₃>CN. The N-methyl signal of the cis 14-substituted quinolisidine methiodides was conformed to appear at higher field than those of the corresponding trans methiodides except for the 14-cyano methiodides in their NMR specta.