Biomimetic Synthesis of (.+-.)-Galanthamine and Asymmetric Synthesis of (-)-Galanthamine Using Remote Asymmetric Induction

…, S Kodama, Y Hamashima, T Katoh, K Nishide…

文献索引：Node, Manabu; Kodama, Sumiaki; Hamashima, Yoshio; Katoh, Takahiro; Nishide, Kiyoharu; Kajimoto, Tetsuya Chemical and Pharmaceutical Bulletin, 2006 , vol. 54, # 12 p. 1662 - 1679

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被引用次数: 34

摘要

(±)-Galanthamine (1) was synthesized in excellent yield by applying PIFA-mediated oxidative phenol coupling of N-(4-hydroxy) phenethyl-N-(3′, 4′, 5′-trialkoxy) benzyl formamide (15b) as a key step. Because of the symmetrical characteristics of the pyrogallol moiety in the substrate (15b), the phenol coupling resulted in a sole coupling product except for volatile components from the oxidizing agent. On the basis of the successful results of ...