Studies on the syntheses of heterocyclic compounds. Part CCCLXXXVI. Alternative total syntheses of galanthamine and N-benzylgalanthamine iodide

Tetsuji Kametani, C. Seino, K. YAMAKI, S. Shibuya, Keiichiro Fukumoto, KAZUO KIGASAWA, F. SATOH, M. HIIRAGI, T. Hayasaka

Journal of the Chemical Society C Organic · 1971 · 25 citations · 0 references

Concepts

Abstract

Alternative total syntheses of galanthamine (Ia) and N-benzylgalanthamine iodide (VIa) were carried out by phenolic oxidative reactions of the corresponding amides (IIIf and e). Both (–)-and (±)-galanthamine showed analgesic activity comparable to that of morphine.