SYNTHESIS OF A METHYL HEPTAGLUCOSIDE WITH PHYTOALEXIN ELICITOR ACTIVITY-BASED ON OXIDATIVE COUPLING OF GLUCALS

被引：23

作者：

TIMMERS, CM

VANDERMAREL, GA

VANBOOM, JH

机构：

[1] Leiden Institute of Chemistry, Gorlaeus Laboratories, University of Leiden, Leiden, 2300 RA

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 1995年 / 1卷 / 03期

关键词：

BLOCK SYNTHESIS; EPOXIDATIONS; GLYCOSYLATIONS; OLIGOSACCHARIDES; SELENOGLYCOSIDES;

D O I：

10.1002/chem.19950010304

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Several suitable building blocks for the construction of the phytoalexin elicitor alpha-methyl-3(2),3(4)-di-beta-D-glucopyranosylgentiopentaoside (2) were readily accessible by oxidative coupling of glucals. Block coupling of trimeric phenylseleno- and ethylthioglucosyl donors 17 and 18 with tetrasaccharide 16 in the presence of the thiophilic promoter N-iodosuccinimide and catalytic trifluoromethanesulfonic acid furnished the desired heptaglucan 2 in high overall yield.

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收藏

页码：161 / 164

页数：4

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