Hydrogen-Bond-Mediated Aglycone Delivery: Synthesis of β-d-Fructofuranosides.
Hydrogen-Bond-Mediated Aglycone Delivery: Synthesis of β-d-Fructofuranosides.
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DOI：
10.1021/acs.orglett.0c00702
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发表时间：
2020-03
期刊：
影响因子：
5.2
通讯作者：
Pan Wang;Yidian Mo;Xiaoyu Cui;Xu Ding;Xiao Zhang;Zhongjun Li
中科院分区：
文献类型：
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作者：
Pan Wang;Yidian Mo;Xiaoyu Cui;Xu Ding;Xiao Zhang;Zhongjun Li
构建β-d-构呋喃烷键是碳水化合物化学中的主要挑战之一。本研究以6-吡啶基保护的果糖呋喃基硫代糖苷为糖基供体，建立了一种高效合成β-d-果糖呋喃苷的方法。随后，我们将该方法应用于各种各样的供体和受体。此外，左旋戊糖的成功合成证实了其在低聚糖多步合成中的适用性。
The construction of β-d-fructofuranosidic linkages is one of the major challenges in carbohydrate chemistry. In this work, we developed an efficient method for the synthesis of β-d-fructofuranosides by using a 6-picoloyl-protected fructofuranosyl thioglycoside as the glycosyl donor. Subsequently, we applied the approach to a wide variety of donors and acceptors. Furthermore, the successful synthesis of levantetrose confirmed its applicability in the multistep synthesis of oligosaccharides.