Skeletal diversity via a folding pathway: Synthesis of indole alkaloid-like skeletons
Skeletal diversity via a folding pathway: Synthesis of indole alkaloid-like skeletons
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DOI：
10.1021/ol047945w
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发表时间：
2005-01-06
期刊：
影响因子：
5.2
通讯作者：
Schreiber, SL
中科院分区：
文献类型：
--
作者：
Oguri, H;Schreiber, SL
受天然吲哚生物碱的骨架多样性和Padwa及其同事开发的丰富的化学潜力的启发，我们设想了一条包含六种分子内反应模式的途径，导致吲哚生物碱样骨架的形成。在此背景下，一种高效的折叠途径已经被开发出来，该途径通过Rh催化的串联环化-环加成反应，涉及三种模式(其中两种如上所示)，以立体控制的方式提供具有三个不同骨架的密集官能化化合物。
Inspired by the skeletal diversity of naturally occurring indole alkaloids and the rich potential of chemistry developed by Padwa and co-workers, we conceived a pathway entailing six modes of intramolecular reactions leading to indole alkaloid-like skeletons. In this context, an efficient folding pathway via a rhodium-catalyzed tandem cyclization-cycloaddition involving three of the modes has been developed (two of which are shown above) that affords densely functionalized compounds with three distinct skeletons in a stereocontrolled manner.