Catalytic Dearomatization Approach to Quinolizidine Alkaloids: Five Step Total Synthesis of (±)-Lasubine II
Catalytic Dearomatization Approach to Quinolizidine Alkaloids: Five Step Total Synthesis of (±)-Lasubine II
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DOI：
10.1021/acs.orglett.6b03017
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发表时间：
2016-12-16
期刊：
影响因子：
5.2
通讯作者：
Unsworth, William P.
中科院分区：
文献类型：
--
作者：
James, Michael J.;Grant, Niall D.;Unsworth, William P.
介绍了一系列由银催化的吡啶-、异喹啉-和吡嗪酮的高产环化反应。操作简单和温和的反应条件是一个显着的改进比以前报道的热环化。喹诺嗪酮产物也被用于一种新的脱芳策略，在五步制备0.53 g的生物碱拉尿素II，总收率为36%。
A series of high-yielding silver(I)-catalyzed cyclization reactions of pyridine-, isoquinoline-, and pyrazineynones are described. The operationally simple and mild reaction conditions are a significant improvement over previously reported thermal cyclizations. The quinolizinone products were also used in a novel dearomatization strategy to prepare 0.53 g of the alkaloid lasubine II in five steps and 36% overall yield.