Preparation of 8-methylberberines and aza analogues: Synthesis of (±)-alamaridine
作者： Jahangir , David B. MacLean , Herbert L. Holland
DOI: 10.1139/V87-123
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摘要: Methyllithium reacted with oxyberberine, affording on alkaline work-up a compound an exomethylene group at C-8 that was transformed in acidic media into 8-methylberberinium salt. The iminium salt reduced to mixture of racemic α- and β-8-methylcanadine. 5,6-Dihydro-8H-isoquino[2,1-b][2,7]naphthyridin-8-ones were similarly 8-exo-methylene 8-methyl derivatives, which subjected further reduction. These reactions have been employed synthesis the Alangium alkaloid, (±)-alamaridine.
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