Department Department of Chemistry, Tufts University, 62 Talbot Ave., Medford, MA, 02155, USA.
Chemistry. 2018 May 28;24(30):7610-7614. doi: 10.1002/chem.201800736. Epub 2018 May 2.
A next-generation reagent-controlled approach for the synthesis of 2,6-dideoxy and 2,3,6-trideoxy sugar donors in good yield and high β-selectivity is reported. The use of p-toluenesulfonyl chloride and potassium hexamethyldisilazide (KHMDS) greatly simplifies deoxy-sugar glycoside construction, and can be used for gram-scale glycosylation reactions. The development of this approach and its application to the construction of β-linked deoxy-sugar oligosaccharides are described.
报道了一种用于合成 2,6-二脱氧和 2,3,6-三脱氧糖供体的新一代试剂控制方法,该方法具有高产率和高β选择性。使用对甲苯磺酰氯和六甲基二硅基叠氮化钾(KHMDS)极大地简化了脱氧糖糖苷的构建,并且可以用于克级糖基化反应。描述了这种方法的发展及其在β-连接的脱氧糖寡糖构建中的应用。