A NEW SYNTHESIS OF O-GLYCOSIDES FROM TOTALLY O-UNPROTECTED GLYCOSYL DONORS

被引：70

作者：

FERRIERES, V ^{[1
]}

BERTHO, JN ^{[1
]}

PLUSQUELLEC, D ^{[1
]}

机构：

[1] ECOLE NATL SUPER CHIM RENNES,CNRS,SYNTH & ACTIVAT BIOMOLEC LAB,F-35700 RENNES,FRANCE

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 16期

关键词：

D O I：

10.1016/0040-4039(95)00356-H

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

O-Glycosidation of the totally O-unprotected aldoses (D-glucose, D-galactose and D-mannose) and D-fructose in THF or 1,4-dioxane using anhydrous FeCl3 as promoter afforded either aldofuranosides 1, 3, 4 in good overall yields or exclusively beta-D-fructopyranosides 7. Conversely alpha-D-aldopyranosides 2, 5 and 6 were obtained respectively from D-glucose, D-mannose and N-acetyl-D-glucosamine when the reactions were performed in the presence of BF3.OEt(2) under ultrasonication.

引用

页码：2749 / 2752

页数：4

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