Reagent Controlled Direct Dehydrative Glycosylation with 2-Deoxy Sugars: Construction of the Saquayamycin Z Pentasaccharide.
Reagent Controlled Direct Dehydrative Glycosylation with 2-Deoxy Sugars: Construction of the Saquayamycin Z Pentasaccharide.
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DOI：
10.1021/acs.orglett.9b02056
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发表时间：
2019-07
期刊：
影响因子：
5.2
通讯作者：
J. Mizia;Clay S. Bennett
中科院分区：
文献类型：
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作者：
J. Mizia;Clay S. Bennett
首次合成了角环素抗生素沙奎霉素Z的五糖片段。通过使用我们的磺酰氯介导的试剂控制的脱水糖基化，我们能够组装具有高水平的异头选择性的糖苷键。全合成共分25步完成，总收率为2.5%，最长线性顺序为15步。
The first synthesis of the pentasaccharide fragment of the angucycline antibiotic saquayamycin Z is described. By using our sulfonyl chloride mediated reagent controlled dehydrative glycosylation, we are able to assemble the glycosidic linkages with high levels of anomeric selectivity. The total synthesis was completed in 25 total steps, and in 2.5% overall yield with a longest linear sequence of 15 steps.