Stereospecific synthesis of 1,2-cis-glycosides of 2-aminosugars

被引:0
|
作者
Klimov, E.M. [1 ]
Malysheva, N.N. [1 ]
Demchenko, A.V. [1 ]
Kochetkov, N.K. [1 ]
机构
[1] Inst Organicheskoj Khimii im. N.D., Zelinskogo RAN, Moscow, Russia
来源
Doklady Akademii nauk SSSR | 1992年 / 325卷 / 02期
关键词
Amines - Chemical reactions - Molecular structure - Spectroscopic analysis - Structure (composition) - Sugars - Synthesis (chemical);
D O I
暂无
中图分类号
O62 [有机化学]; TQ [化学工业];
学科分类号
070303 ; 0817 ; 081704 ;
摘要
A high-stereospecific method of 1,2-cis-glycosylation based on the use of 1,2-trans-glycosyl thiocyanates as glycosyl group donors is developed. The new method of 1,2-cis-glucosaminide bond formation and its stereospecificity were tested with a number of derivatives of 2-azido-2-desoxy-α-D-glucosylglucose with glucosaminide bond of different type. The structure of disaccharides obtained was confirmed using 1H and 13C NMR spectroscopy technique. Thus, for the first time a method is developed that makes it possible to prepare stereoregular 1,2-cis-di- and oligosaccharides containing aminosugars.
引用
收藏
页码:297 / 301
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