N-dimethylphosphoryl-protected glucosamine trichloroacetimidate as an effective glycosylation donor

被引:21
作者
Yang, You
Yu, Biao
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
dimethylphosphoryl; protecting group; glucosamine; trichloroacetimidate; glycosylation;
D O I
10.1016/j.tetlet.2007.04.150
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Glycosylation of a variety of alcohols with 3,4,6-tri-O-acetyl-2-N-dimethylphosphoryl-2-deoxy-alpha-D-glucopyranosyl trichloroacetimidate as a glycosyl donor provided the corresponding coupled products in high yields and good beta-selectivity. N-Dimethylphosphoryl-protection stayed stable under acidic and basic conditions for further elaboration of the glucosaminecontaining oligosaccharides. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4557 / 4560
页数:4
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