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Effect of temperature modulations on TEMPO-mediated regioselective oxidation of unprotected carbohydrates and nucleosides
Bioorganic & Medicinal Chemistry Letters ( IF 2.7 ) Pub Date : 2018-02-02 , DOI: 10.1016/j.bmcl.2018.01.066
Mahipal Yadav , Charles L. Liotta , Ramanarayanan Krishnamurthy

Regioselective oxidation of unprotected and partially protected oligosaccharides is a much sought-after goal. Herein, we report a notable improvement in the efficiency of TEMPO-catalyzed oxidation by modulating the temperature of the reaction. Mono-, di-, and tri-saccharides are oxidized regioselectively in yields of 75 to 92%. The present method is simple to implement and is also applicable for selective oxidations of other mono- and poly-hydroxy compounds including unprotected and partially protected nucleosides.



中文翻译:

温度调节对TEMPO介导的未保护碳水化合物和核苷的区域选择性氧化的影响

未受保护的和部分受保护的寡糖的区域选择性氧化是非常受欢迎的目标。本文中,我们报告了通过调节反应温度,TEMPO催化氧化效率的显着提高。单糖,二糖和三糖被区域选择性地氧化,产率为75%到92%。本方法易于实施,也可用于包括未保护的和部分保护的核苷在内的其他单羟基和多羟基化合物的选择性氧化。

更新日期:2018-02-02
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