Direct, mild, and selective synthesis of unprotected dialdo-glycosides

被引：50

作者：

Angelin, Marcus ^{[1
]}

Hermansson, Magnus ^{[1
]}

Dong, Hai ^{[1
]}

Ramstrom, Olof ^{[1
]}

机构：

[1] Royal Inst Technol, KTH, Dept Chem, S-10044 Stockholm, Sweden

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 2006卷 / 19期

关键词：

glycosides; oxidation; catalysis; solid-phase; imine capture;

D O I：

10.1002/ejoc.200600288

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

A direct and highly convenient organocatalytic method for the preparation of 1,5-dialdo-pyranosides and 1,4-dialdo-furanosides is presented. The method relies on the chemoselective properties of TEMPO in combination with trichloroisocyanuric acid under very mild, basic conditions. Unprotected glycosides are prepared in a single step in high yields and are efficiently purified with the use of solid-phase imine capture. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

引用

页码：4323 / 4326

页数：4

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