Synthetic study of hetisine-type aconite alkaloids. Part 1: Preparation of tetracyclic intermediate containing the C14–C20 bond

H Muratake, M Natsume

文献索引：Muratake, Hideaki; Natsume, Mitsutaka Tetrahedron, 2006 , vol. 62, # 29 p. 7056 - 7070

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被引用次数: 14

摘要

Full details for the total synthesis of (±)-nominine, a hetisine-type aconite alkaloid, are presented in three parts. Here (part 1), we describe the preparation of the key tetracyclic intermediate 6. Our palladium-catalyzed intramolecular α-arylation was adopted for preparation of the intermediate 4 with an angular formyl group. An acetal–ene reaction was then employed for C14–C20 bond formation to secure 6 from 5. The reaction mechanism ...