戊醛糖的硼酸单酯和双酯。
Boronic acid mono- and diesters of the aldopentoses.
机构信息
Ludwig-Maximilians-Universität, Department Chemie und Biochemie, München, Germany.
出版信息
Carbohydr Res. 2010 Feb 26;345(4):498-502. doi: 10.1016/j.carres.2009.11.022. Epub 2009 Dec 4.
The four aldopentoses ribose, arabinose, xylose, and lyxose were evaluated to test their suitability as linear linkers for the formation of intrinsically chiral covalent organic boronic ester networks. Based on X-ray crystal structures of the reaction products with phenylboronic acid, arabinose and xylose formed boronic acid diesters. Lyxose and ribose formed monoesters under the conditions employed. NMR shielding constants were calculated by DFT methods. The results are highly correlated with the experimentally observed NMR shift values.
我们评估了四种戊醛糖（核糖、阿拉伯糖、木糖和来苏糖），以测试它们作为形成内在手性共价有机硼酸酯网络的线性连接体的适用性。根据与苯硼酸反应产物的 X 射线晶体结构，阿拉伯糖和木糖形成硼酸二酯。在所用条件下，来苏糖和核糖形成单酯。通过 DFT 方法计算了 NMR 屏蔽常数。结果与实验观察到的 NMR 位移值高度相关。
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