THE RAPID SYNTHESIS OF DEOXYFLUORO SUGARS USING TRIS(DIMETHYLAMINO)SULFONIUM DIFLUOROTRIMETHYLSILICATE (TASF)

被引：56

作者：

DOBOSZEWSKI, B ^{[1
]}

HAY, GW ^{[1
]}

SZAREK, WA ^{[1
]}

机构：

[1] QUEENS UNIV, DEPT CHEM, KINGSTON K7L 3N6, ONTARIO, CANADA

来源：

CANADIAN JOURNAL OF CHEMISTRY | 1987年 / 65卷 / 02期

关键词：

Unsaturated compounds - Sugars;

D O I：

10.1139/v87-070

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Deoxyfluoro sugars were synthesized rapidly by the reaction of trifluoromethanesulfonyl derivatives of partially protected sugars with tris(dimethylamino)sulfonium difluorotrimethylsilicate (TASF) under mild conditions. The displacements occurred with inversion of configuration; fluorine has been introduced stereospecifically at each of the secondary alcoholic sites of aldohexopyranosides and in one example of a furanoid system. In some instances unsaturated compounds that contained no fluorine were produced.

引用

页码：412 / 419

页数：8

共 90 条

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