Syntheses of lewisx and dimeric lewisx:: Construction of branched oligosaccharides by a combination of preactivation and reactivity based chemoselective one-pot Glycosylations
Syntheses of lewisx and dimeric lewisx:: Construction of branched oligosaccharides by a combination of preactivation and reactivity based chemoselective one-pot Glycosylations
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DOI：
10.1021/jo701694k
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发表时间：
2007-11-09
影响因子：
3.6
通讯作者：
Huang, Xuefei
中科院分区：
文献类型：
--
作者：
Miermont, Adeline;Zeng, Youlin;Huang, Xuefei
[图表]两种不对称支化寡糖，Lewis 寡糖和二聚 Lewis(X)，在一锅中组装而成，具有高产率和独特的区域选择性和立体选择性。对甲苯基硫代糖苷被用作唯一类型的结构单元，从而简化了整体合成设计。基于预激活的方法的反应独立性允许二聚路易斯(X)八糖的模块化组装，而不需要繁琐的保护基操作来实现精确的异头反应性。
[GRAPHICS]Two asymmetrically branched oligosaccharides, Lewis' and dimeric Lewis(X), were assembled in one pot with high yields and exclusive regio- and stereoselectivities. p-Tolyl thiogly-cosides were utilized as the sole type of building blocks, thus simplifying the overall synthetic design. The reactivity-independent nature of the preactivation based method allows modular assembly of the dimeric Lewis(X) octasaccharide without the need for tedious protective group manipulation to achieve exact anomeric reactivities.