Syntheses of pyridine C-nucleosides as analogues of the natural nucleosides dC and dU.
Syntheses of pyridine C-nucleosides as analogues of the natural nucleosides dC and dU.
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DOI：
10.1021/jo060066y
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发表时间：
2006-03
期刊：
影响因子：
--
通讯作者：
Zhenhua Sun;Shahadat Ahmed;L. McLaughlin
中科院分区：
文献类型：
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作者：
Zhenhua Sun;Shahadat Ahmed;L. McLaughlin
本文报道了四种嘧啶C-核苷的合成。这些衍生物被设计为dC和dU的模拟物，并且在这方面，每个衍生物都可以与互补的dG或dA残基形成两个氢键。每个衍生物中的小沟O2羰基被氟或甲基取代。使用Heck型钯介导的偶联反应形成将杂环连接至碳水化合物的关键碳-碳键。
The syntheses of four pyrimidine C-nucleosides are described. These derivatives are designed as mimics of dC and dU, and in that respect, each can form two hydrogen bonds with complementary dG or dA residues. The minor groove O2 carbonyl in each derivative is replaced by a fluorine or a methyl group. The key carbon-carbon bond connecting the heterocycle to the carbohydrate is formed using a Heck-type palladium-mediated coupling reaction.