HIGHLY REGIOSELECTIVE RING-OPENING OF 5-MEMBERED CYCLIC SULFATES WITH LITHIUM AZIDE - SYNTHESIS OF AZIDO SUGARS

被引：23

作者：

VANDERKLEIN, PAM

FILEMON, W

VEENEMAN, GH

VANDERMAREL, GA

VANBOOM, JH

机构：

[1] Gorlaeus Laboratories, 2300, RA Leiden

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 1992年 / 11卷 / 07期

关键词：

D O I：

10.1080/07328309208018273

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Cyclic sulfates of sugar pyranoses are easily prepared from their corresponding diol derivatives by treatment with thionyl chloride and subsequent oxidation of the resulting cyclic sulfites. Ring opening of these cyclic sulfates with lithium azide proceeds smoothly and in a highly regioselective fashion to give, after mild acid hydrolysis of the generated sulfate group, valuable azido sugars.

引用

页码：837 / 848

页数：12

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