Sequential one-pot glycosylations using 1-hydroxyl and 1-thiodonors

被引：85

作者：

Codée, JDC ^{[1
]}

van den Bos, LJ ^{[1
]}

Litjens, REJN ^{[1
]}

Overkleeft, HS ^{[1
]}

van Boom, JH ^{[1
]}

van der Marel, GA ^{[1
]}

机构：

[1] Leiden Univ, Leiden Inst Chem, NL-2300 RA Leiden, Netherlands

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 11期

关键词：

D O I：

10.1021/ol034528v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHIC] A novel sequential glycosylation procedure is described that combines the use of 1-hydroxyl and thiodonors. The Ph2SO/Tf2O-mediated dehydrative condensation of 1-hydroxyl donors with thioglycosides affords in good yield the thiodisaccharides, which in turn can be activated by the same activator system to furnish trisaccharides. The alpha-Gal epitope and a hyaluronan trisaccharide were efficiently assembled in a one-pot procedure.

引用

页码：1947 / 1950

页数：4

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