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An Effective Approach to the Strychnos Alkaloids: Total Synthesis of Tubifolidine
Chemistry of Natural Compounds ( IF 0.8 ) Pub Date : 2021-05-27 , DOI: 10.1007/s10600-021-03394-y
Nesimi Uludag

A facile total synthesis of tubifolidine has been developed, which is accomplished in an 11-step synthesis of the ABCDE pentacyclic of the strychnos alkaloids with an overall yield of 10%. The key steps are the cyclization reaction for starting tetrahydrocarbazoles bearing a nitrilealkyl side chain at the C-2 position, mediated by tetrachloro-1,4-benzoquinone (TCB) and the intramolecular addition of the amide as the nucleophile. This cyclization reaction was obtained with the relevant architecture, including strychnos skeletal-type alkaloids.



中文翻译:

马兜铃生物碱的一种有效方法:丁比洛定的全合成

已经开发了一种轻而易举的全氟哌啶的全合成方法,该方法可通过一种11个步骤来合成戟螨生物碱的ABCDE五环类化合物,总产率为10%。关键步骤是由四氯-1,4-苯醌(TCB)介导的起始在C-2位置带有腈烷基侧链的四氢咔唑的环化反应,以及分子内添加酰胺作为亲核试剂。该环化反应是通过相关结构获得的,包括链霉菌骨架型生物碱。

更新日期:2021-05-27
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