One and Two Electron Approaches to Glycoside Synthesis

这项研究的重点是开发两种制备赤道糖苷键的方法，重点是1，2-顺式赤道键和2-脱氧-赤道键。这两种方法，一种涉及自由基，分子内的氢提取，另一种涉及铜离子促进的吡啶甲酸酯糖酯的取代，依赖于容易制备的轴向异构体的异构体中心的反转。有了这个奖项，合成有机计划正在支持芝加哥伊利诺伊大学化学系的David Crich博士的研究。克里奇教授将专注于糖蛋白低聚糖部分的合成。这些蛋白质涉及从酶、激素、抗体和凝集素的结合和运输到细胞-细胞识别的一系列过程。

The focus of this research is the development of two methods for the preparation of equatorial glycosidic linkages with an emphasis on 1,2-cis-equatorial and 2-deoxy-equatorial linkages. Both approaches, one involving free radical, intramolecular hydrogen abstraction and the other involving copper ion promoted substitution of picolinate glycosyl esters, rely on inversion at the anomeric center of a readily prepared axial isomer. %%% With this award, the Synthetic Organic Program is supporting the research of Dr. David Crich of the Department of Chemistry at the University of Ilinois at Chicago. Professor Crich will focus his work on the synthesis of the oligosaccharide portion of glycoproteins. These proteins are implicated in processes ranging from the binding and transport of enzymes, hormones, antibodies and lectins through cell-cell recognition.