Regioselective glycosylation of 3,6-unprotected mannoside derivatives:: fast access to high-mannose type oligosaccharides

被引:18
作者
Smiljanic, N [1 ]
Halila, S [1 ]
Moreau, V [1 ]
Djedaïni-Pilard, F [1 ]
机构
[1] Univ Picardie, Lab Glucides, F-80039 Amiens, France
关键词
regioselective glycosylation; high-mannose;
D O I
10.1016/j.tetlet.2003.09.219
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A regioselective glycosylation of 3,6-unprotected mannoside acceptors was investigated. With glycosyl trichloroacetimidate donors, when an excess of trimethylsilyl trifluoromethanesulfonate is used as the catalyst, 6-O-glycosylation exclusively occurred affording a silylated disaccharide that could be involved in a subsequent glycosylation reaction. As an illustration, the fast synthesis of two trisaccharides and one pentasaccharide was achieved. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8999 / 9002
页数:4
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