Yadav Mahipal, Liotta Charles L, Krishnamurthy Ramanarayanan
Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, United States; NSF-NASA Center for Chemical Evolution, Atlanta, GA 30332, United States.
School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, GA 30332, United States; NSF-NASA Center for Chemical Evolution, Atlanta, GA 30332, United States.
Bioorg Med Chem Lett. 2018 Sep 1;28(16):2759-2765. doi: 10.1016/j.bmcl.2018.01.066. Epub 2018 Feb 2.
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.
对未保护和部分保护的寡糖进行区域选择性氧化是一个备受追求的目标。在此，我们报告了通过调节反应温度，TEMPO催化氧化效率有了显著提高。单糖、二糖和三糖被区域选择性氧化，产率为75%至92%。本方法易于实施，也适用于其他单羟基和多羟基化合物（包括未保护和部分保护的核苷）的选择性氧化。
