IODOSOBENZENE-TRIFLIC ANHYDRIDE AS AN EFFICIENT PROMOTER FOR GLYCOSIDATION REACTION USING THIOGLYCOSIDES AS DONORS

被引：34

作者：

FUKASE, K ^{[1
]}

HASUOKA, A ^{[1
]}

KINOSHITA, I ^{[1
]}

KUSUMOTO, S ^{[1
]}

机构：

[1] OSAKA UNIV,FAC SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 47期

关键词：

GLYCOSIDATION; THIOGLYCOSIDE; PROMOTER; IODOSOBENZENE; TRIFLUOROMETHANESULFONIC ANHYDRIDE;

D O I：

10.1016/S0040-4039(00)60863-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A reagent prepared in situ from iodosobenzene (PhIO) and trifluoromethanesulfonic anhydride (Tf2O) was successfully applied to the activation of thioglycosides. Glycosidation with benzyl-protected methyl thioglycosides as glycosyl donors proceeded smoothly under mild reaction conditions. The same reagent also promoted glycosidation with less reactive acylated methyl thioglycosides in the presence of silica gel to form 1, 2-trans glycosides.

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页码：7165 / 7168

页数：4

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