SYNTHESIS OF NEW GLUCOSIDE SURFACTANTS USING HALOGENATED SUGARS - THIOETHER AND SULFONE DERIVATIVES OF METHYL ALPHA-D-GLUCOSIDE AND METHYL ALPHA-D-MANNOSIDE

被引：21

作者：

LEONRUAUD, P ^{[1
]}

PLUSQUELLEC, D ^{[1
]}

机构：

[1] ECOLE NATL SUPER CHIM RENNES,CNRS,CHIM ORGAN & SUBST NAT LAB,AVE GEN LECLERC,F-35700 RENNES,FRANCE

来源：

TETRAHEDRON | 1991年 / 47卷 / 28期

关键词：

D O I：

10.1016/S0040-4020(01)87130-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe an efficient synthesis of methyl 6-halogeno-6-deoxyglycosides which was performed using Ph3P-X2 in DMF solution. Carbohydrate halides could thus be isolated in high yields without preliminary protection of the secondary hydroxyl groups, and were used as intermediates for the preparation of 6-alkylthio- and 6-alkylsulfonyl-6-deoxy glycosides. These derivatives are new non-ionic chiral surfactants.

引用

页码：5185 / 5192

页数：8

共 30 条

[21]

NEURATH AR, 1836, Patent No. 540573

[22] SUGAR CHEMISTRY WITHOUT PROTECTING GROUPS - A REGIOSELECTIVE ADDITION OF THE PRIMARY HYDROXYL OF MONOSACCHARIDES TO ALKYLISOCYANATES [J].