A stereoselective synthesis of (-)-tetrodotoxin
A stereoselective synthesis of (-)-tetrodotoxin
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DOI：
10.1021/ja0368305
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发表时间：
2003-09-24
影响因子：
15
通讯作者：
Du Bois, J
中科院分区：
文献类型：
--
作者：
Hinman, A;Du Bois, J
描述了河豚毒素(−)-河豚毒素的不对称合成。这个特殊的目标采用了许多独特的转化，其中最重要的是两个立体定向的C−H键功能化反应。因此，rh催化的碳和亚硝基碳-氢的插入有助于快速进入天然产物的环己烷核心，并使四取代碳胺中心的后期安装成为可能。
An asymmetric synthesis of thefugufish poison, (−)-tetrodotoxin, is described. The route to this extraordinary target employs a number of unique transformations, foremost of which are two stereospecific C−H bond functionalization reactions. Accordingly, Rh-catalyzed carbene and nitrene C−H insertions facilitate rapid entry to the cyclohexane core of the natural product and make possible the late-stage installation of the tetrasubstituted carbinolamine center.