First O-Glycosylation of hydroxamic acids

被引:36
|
作者
Thomas, Mickael
Gesson, Jean-Pierre
Papot, Sebastien
机构
[1] Univ Poitiers, UMR 6514, F-86022 Poitiers, France
[2] CNRS, F-86022 Poitiers, France
来源
JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 11期
关键词
D O I
10.1021/jo0701839
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first O-glycosylation of hydroxamic acids is reported. This process involves the use of glycosyl N-phenyl trifluoroacetimidates as glycosyl donors in the presence TMSOTf and 4 angstrom molecular sieves in dichloromethane. Under such conditions, a wide range of new glycosyl donors including glucosyl, galactosyl, mannosyl, glucuronyl, and ribosyl hydroxamates were prepared in good to high yields. This procedure appears to be an advantageous alternative for the synthesis of glycosyl hydroxamates of biological interest.
引用
收藏
页码:4262 / 4264
页数:3
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