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Communication | Regular issue | Vol 2, No. 6, 1974, pp.659-662
Published online, 1st January, 1970
DOI: 10.3987/R-1974-06-0659
Phenyllithium-Induced Rearrangement of N-Methyltetrahydroberberinium Salts

Yoshikazu Kondo,* Tsunematsu Takemoto, and Kazue Kondo

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


In the presence of phenyllithium or lithium alanate, dl-N-methyltetrahydroberberinium salts underwent rearrangement to N-methyl-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-spiro-1’-5’,6’-methylenedioxyindane (V). The structure of V has been proven by chemical and spectral means.