McKay Matthew J, Nguyen Hien M
Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States.
ACS Catal. 2012 Aug 3;2(8):1563-1595. doi: 10.1021/cs3002513. Epub 2012 Jun 14.
Having access to mild and operationally simple techniques for attaining carbohydrate targets will be necessary to facilitate advancement in biological, medicinal, and pharmacological research. Even with the abundance of elegant reports for generating glycosidic linkages, stereoselective construction of α- and β-oligosaccharides and glycoconjugates is by no means trivial. In an era where expanded awareness of the impact we are having on the environment drives the state-of-the-art, synthetic chemists are tasked with developing cleaner and more efficient reactions for achieving their transformations. This movement imparts the value that prevention of waste is always superior to its treatment or cleanup. This review will highlight recent advancement in this regard by examining strategies that employ transition metal catalysis in the synthesis of oligosaccharides and glycoconjugates. These methods are mild and effective for constructing glycosidic bonds with reduced levels of waste through utilization of sub-stoichiometric amounts of transition metals to promote the glycosylation.
获得温和且操作简单的实现碳水化合物目标的技术对于促进生物学、医学和药理学研究的进展将是必要的。即使有大量关于生成糖苷键的精彩报道,但α-和β-寡糖及糖缀合物的立体选择性构建绝非易事。在一个对我们对环境的影响的认识不断提高推动技术发展的时代,合成化学家的任务是开发更清洁、更高效的反应以实现其转化。这一趋势体现了预防废物总是优于其处理或清理的价值。本综述将通过研究在寡糖和糖缀合物合成中采用过渡金属催化的策略来突出这方面的最新进展。这些方法温和且有效地构建糖苷键,通过使用亚化学计量的过渡金属来促进糖基化,从而减少废物产生。