Synthetic Approach to Diterpene Alkaloids : Construction of the Bridged Azabicyclic Ring System of Kobusine
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A synthetic study was carried out on the 1-azabicyclo [2.2.1] heptane partial structure (D/E ring system) of an aconite alkaloid, kobusine. A 1-azabicyclo [2.2.1] heptane system, (±)-6,15,16-iminopodocarpane-8,11,13-triene (3), was synthesized from the 4a-nitromethylhydrophenanthrone (7), which was obtained from the tetrahydrophenanthol (4) through an abnormal Reimer-Tiemann reaction. The bridged nitrogen structure was formed from the bicyclic chloramine (23) by means of the Hofmann-Loffler reaction. The structure of 3 was confirmed by X-ray diffraction analysis.
- 公益社団法人日本薬学会の論文
- 1985-08-25
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