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

页码：297 / 301

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