A NOVEL SYNTHETIC APPLICATION OF GLUCOSE-ISOMERASE - QUANTITATIVE CONVERSION OF D-GLUCOFURANOSE AND L-IDOFURANOSE DERIVATIVES MODIFIED AT POSITION 5 INTO THE CORRESPONDING D-FRUCTOPYRANOSES AND L-SORBOPYRANOSES

被引：23

作者：

BERGER, A ^{[1
]}

DERAADT, A ^{[1
]}

GRADNIG, G ^{[1
]}

GRASSER, M ^{[1
]}

LOW, H ^{[1
]}

STUTZ, AE ^{[1
]}

机构：

[1] GRAZ TECH UNIV,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)60853-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Glucose isomerase (E.C. 5.3.1.5) quantitatively converts a wide range of D-glucose as well as L-idose derivatives modified at position five, such as 5-O-benzyl-, 5-azido-5-deoxy-, 5-deoxy-5-fluoro analogues, into the corresponding 2-ketosugars. The reaction works on a preparative scale with isolated yields ranging between 50 and 80%. Products obtained are a new deoxyfluoro sugar, potential non-nutrative sweeteners, as well as intermediates for the synthesis of glycosidase inhibitors and highly functionalized C-glycosides.

引用

页码：7125 / 7128

页数：4

共 19 条

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