Syntheses of Denudatine Diterpenoid Alkaloids: Cochlearenine, N-Ethyl-1α-hydroxy-17-veratroyldictyzine, and Paniculamine

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• 作者：Kevin G. M. Kou ; Beryl X. Li ; Jack C. Lee ; Gary M. Gallego ; Terry P. Lebold ; Antonio G. DiPasquale ; Richmond Sarpong
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：August 31, 2016
• 年：2016
• 卷：138
• 期：34
• 页码：10830-10833
• 全文大小：406K
• 年卷期：0
• ISSN：1520-5126

文摘

The denudatine-type diterpenoid alkaloids cochlearenine, N-ethyl-1α-hydroxy-17-veratroyldictyzine, and paniculamine have been synthesized for the first time (25, 26, and 26 steps from 16, respectively). These syntheses take advantage of a common intermediate (8) that we have previously employed in preparing aconitine-type natural products. The syntheses reported herein complete the realization of a unified strategy for the preparation of C₂₀, C₁₉, and C₁₈ diterpenoid alkaloids.