Recent advances in stereoselective glycosylation through intramolecular aglycon delivery

被引：142
作者：
Ishiwata, Akihiro [1 ]
Lee, Yong Joo [1 ]
Ito, Yukishige [1 ,2 ]
机构：
[1] RIKEN, Adv Sci Inst, Wako, Saitama 3510198, Japan
[2] JST, ERATO, Wako, Saitama 3510198, Japan
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 16期
关键词：
HIGH-MANNOSE-TYPE; GLYCOPROTEIN QUALITY-CONTROL; RETICULUM GLUCOSIDASE-II; SUGAR-BINDING-ACTIVITY; DIELS-ALDER REACTION; BETA-MANNOPYRANOSIDES; STEREOCONTROLLED SYNTHESIS; STEREOSPECIFIC SYNTHESIS; OLIGOSACCHARIDE SYNTHESIS; O-GLYCOSYLATION;
D O I：
10.1039/c004281a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：3596 / 3608
页数：13
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