通过1,6-脱水糖与三甲基硅基叠氮化物的开环反应立体选择性合成α-糖基叠氮化物。
Stereoselective synthesis of α-glycosyl azides by ring-opening of 1,6-anhydrosugars with trimethylsilyl azide.
作者信息
Cui Tianyu, Smith Raymond, Zhu Xiangming
机构信息
College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua 321004, China.
Centre for Synthesis and Chemical Biology, UCD School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland.
出版信息
Carbohydr Res. 2015 Oct 30;416:14-20. doi: 10.1016/j.carres.2015.08.002. Epub 2015 Aug 18.
We describe here an expedient and highly stereoselective procedure for the synthesis of α-glycosyl azides. Treatment of 1,6-anhydrosugars with trimethylsilyl azide in the presence of trimethylsilyl triflate led to the formation of α-glycosyl azides. All the reactions were highly stereoselective and afforded the α-glycosyl azides in good to excellent yields.
我们在此描述一种用于合成α-糖基叠氮化物的简便且高度立体选择性的方法。在三氟甲磺酸三甲基硅酯存在下，用三甲基硅基叠氮化物处理1,6-脱水糖，导致形成α-糖基叠氮化物。所有反应均具有高度立体选择性，并以良好至优异的产率得到α-糖基叠氮化物。
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