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A Unifying Synthesis Approach to the C18-, C19-, and C20-Diterpenoid Alkaloids
Journal of the American Chemical Society ( IF 15.0 ) Pub Date : 2017-09-20 00:00:00 , DOI: 10.1021/jacs.7b07706
Kevin G. M. Kou 1 , Svitlana Kulyk 1 , Christopher J. Marth 1 , Jack C. Lee 1 , Nicolle A. Doering 1 , Beryl X. Li 1 , Gary M. Gallego 1 , Terry P. Lebold 1 , Richmond Sarpong 1
Affiliation  

The secondary metabolites that comprise the diterpenoid alkaloids are categorized into C18, C19, and C20 families depending on the number of contiguous carbon atoms that constitute their central framework. Herein, we detail our efforts to prepare these molecules by chemical synthesis, including a photochemical approach, and ultimately a bioinspired strategy that has resulted in the development of a unifying synthesis of one C18 (weisaconitine D), one C19 (liljestrandinine), and three C20 (cochlearenine, paniculamine, and N-ethyl-1α-hydroxy-17-veratroyldictyzine) natural products from a common intermediate.

中文翻译:

C 18-,C 19-和C 20-二萜生物碱的统一合成方法

构成二萜生物碱的次生代谢物根据构成其中心骨架的连续碳原子数分为C 18,C 19和C 20族。在此,我们详细介绍了通过化学合成(包括光化学方法)制备这些分子的努力,并最终提出了一种受生物启发的策略,该策略导致了一种C 18(weisaconitine D),一个C 19(liljestrandinine)的统一合成的发展,和三种C 20(钴胺素,潘尼克胺和N-乙基-1α-羟基-17-veratroyldictyzine)来自同一中间体的天然产物。
更新日期:2017-09-20
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