Recent advances in stereoselective glycosylation through intramolecular aglycon delivery

作者：Akihiro Ishiwata, Yong Joo Lee, Yukishige Ito · 发表于：Organic & Biomolecular Chemistry · 年份：2010 · DOI：10.1039/c004281a · 被引用次数：183 · 研究领域：Carbohydrate Chemistry and Synthesis、Glycosylation and Glycoproteins Research、Chemical Synthesis and Analysis

Methodology toward the stereoselective 1,2-cis glycoside linkage using intramolecular aglycon delivery (IAD) has been extensively developed. In the last two decades, progress has been made using various mixed acetal linkages and a number of glycosyl donor moieties to develop novel IAD strategies, mainly based on formation of acetal linkages. This account summarizes the newest naphthylmethyl (NAP) ether-mediated IAD as well as all the types of mediations for stereospecific construction of various 1,2-cis linkages, not only for beta-mannopyranoside, but also for other linkages almost without exception, including beta-L-rhamnoside.