Bouhall Samantha K, Sucheck Steven J
Department of Chemistry and Biochemistry, University of Toledo, Toledo, Ohio 43606.
J Carbohydr Chem. 2014 Jan 1;33(7-8):347-367. doi: 10.1080/07328303.2014.931964.
Carbohydrates have gained increasing appreciation over the last few decades for their fundamental roles in all essential areas of life. As a result, there has been a surge of activity in synthetic glycosylation strategies to construct useful oligosaccharides. This review evaluates the advances in synthetic carbohydrate chemistry, specifically preactivation methodologies, stereoselective β-mannosylations, and an automated, electrochemical preactivation method. Also discussed is the use of preactivation as a tool to study reactive intermediates, and applications of preactivation protocols in the one pot-synthesis of a hyaluronic acid decasaccharide and one-pot synthesis of a tristearoyl lipomannan containing a pseudotrisaccharide.
在过去几十年里,碳水化合物因其在生命所有重要领域中的基础作用而越来越受到重视。因此,在构建有用低聚糖的合成糖基化策略方面出现了大量的研究活动。本综述评估了合成碳水化合物化学的进展,特别是预活化方法、立体选择性β-甘露糖基化以及一种自动化的电化学预活化方法。还讨论了将预活化用作研究反应中间体的工具,以及预活化方案在透明质酸十糖的一锅合成和含假三糖的三硬脂酰脂甘露聚糖的一锅合成中的应用。