溴促进的构象超臂硫代糖苷化反应。
Bromine-Promoted Glycosidation of Conformationally Superarmed Thioglycosides.
机构信息
Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, Missouri, 63121, USA.
Department of Chemistry, University of Milan, 20133, Milan, Italy.
出版信息
Chemistry. 2019 Sep 12;25(51):11831-11836. doi: 10.1002/chem.201901969. Epub 2019 Aug 20.
Abstract
Presented herein is a study of the conformation and reactivity of highly reactive thioglycoside donors. The structural studies have been conducted using NMR spectroscopy and computational methods. The reactivity of these donors has been investigated in bromine-promoted glycosylations of aliphatic and sugar alcohols. Swift reaction times, high yields, and respectable 1,2-cis stereoselectivity were observed in a majority of these glycosylations.
摘要
本文研究了高反应性硫代糖基供体的构象和反应性。结构研究使用了 NMR 光谱和计算方法。这些供体的反应性已在溴促进的脂肪族和糖醇的糖苷化反应中进行了研究。在大多数这些糖苷化反应中，观察到快速的反应时间、高收率和相当好的 1,2-顺式立体选择性。
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