Access to 6-Deoxy-heptose Constructs by One Carbon Homologation of Hexoses with Malononitrile: Divergent Synthesis of Campylobacter jejuni Strain 81-176 Capsular Trisaccharide Repeating Unit Derivatives.
Access to 6-Deoxy-heptose Constructs by One Carbon Homologation of Hexoses with Malononitrile: Divergent Synthesis of Campylobacter jejuni Strain 81-176 Capsular Trisaccharide Repeating Unit Derivatives.
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DOI：
10.1021/acs.orglett.2c03075
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发表时间：
2022-10
期刊：
影响因子：
5.2
通讯作者：
Yao Sun;Zhi Qiao;Dongwei Li;Jingxuan Ni;Jianjun Wang;Peng Wang;Ni Song;Ming Li
中科院分区：
文献类型：
--
作者：
Yao Sun;Zhi Qiao;Dongwei Li;Jingxuan Ni;Jianjun Wang;Peng Wang;Ni Song;Ming Li
通过对己糖的糖链进行一碳同源，建立了一种有效的6-脱氧-庚糖结构的方法。该反应的特点是形成以糖为基础的α取代的丙二腈，并在温和的反应条件下进行各种氧化转化，这些反应条件与含有各种官能团/保护基团的广泛糖相容。以空肠弯曲菌81-176株衣壳三糖重复单元衍生物的发散组装为例说明了该方法的应用。
An efficient approach to 6-deoxy-heptose constructs has been established by one-carbon homologation of the sugar chain of hexoses. The reaction features the formation of sugar-based α-substituted propanedinitriles and ensuing diverse oxidative transformations under mild reaction conditions that are compatible with a wide range of sugars bearing various functional/protecting groups. The applications of this method are demonstrated by a divergent assembly of Campylobacter jejuni strain 81-176 capsular trisaccharide repeating unit derivatives.