Investigation of Glycosyl Nitrates as Building Blocks for Chemical Glycosylation: Investigation of Glycosyl Nitrates as Building Blocks for Chemical Glycosylation
Investigation of Glycosyl Nitrates as Building Blocks for Chemical Glycosylation: Investigation of Glycosyl Nitrates as Building Blocks for Chemical Glycosylation
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硝酸糖基作为化学糖基化结构单元的研究： 硝酸糖基作为化学糖基化结构单元的研究
DOI：
10.1002/ejoc.201801272
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发表时间：
2018
影响因子：
2.8
通讯作者：
Demchenko, Alexei V.
中科院分区：
文献类型：
--
作者：
Wang, Tinghua;Singh, Yashapal;Stine, Keith J.;Demchenko, Alexei V.
糖基硝酸酯是合成2-氨基糖、1，2-原酸酯或最近的2-OH葡萄糖的重要合成中间体。然而，糖基硝酸酯从未被糖苷化。本文提出的是我们首次尝试使用糖基硝酸酯作为O-糖基化的糖基供体。镧系元素三氟甲磺酸盐显示出良好的亲和力，以激活硝酸根离去基团。
Glycosyl nitrates are important synthetic intermediates in the synthesis of 2‐amino sugars, 1,2‐orthoesters or, more recently, 2‐OH glucose. However, glycosyl nitrates have never been glycosidated. Presented herein is our first attempt to use glycosyl nitrates as glycosyl donors forO‐glycosylation. Lanthanide triflates showed good affinity to activate the nitrate leaving group.