Synthesis of Bitriazolyl Nucleosides and Unexpectedly Different Reactivity of Azidotriazole Nucleoside Isomers in Huisgen Reaction
摘要：
Novel bitriazolyl nucleosides were synthesized via the Huisgen reaction, starting with 3-azidotriazole nucleoside (1). Surprisingly, its isomer, 5-azidotriazole nucleoside (1') did not yield the corresponding Huisgen reaction products efficiently because it was rapidly reduced to amine in the presence of Cu(II)-ascorbate. The significant differences between the reactivity of these two isomers in Cu(II)-ascorbate mediated reactions are mainly due to differences in their electronic properties and steric congestion as a result of different relative positions of the azido and the ribosyl moieties.
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关键词：
nucleic acids triazole derivatives reduction, hydrogenation amines (benzene compounds amines (acyclic compounds
DOI：
10.1039/b703420b
被引量：
年份：
2007
国家科技图书文献中心
(权威机构)
Wiley
掌桥科研
万方医学
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