First preparative synthesis of a 3-acetamido-3,6-dideoxy-D-galactopyranose glycosyl donor via intramolecular cyclization of an epoxytrichloroacetimidate

被引：6
|
作者：
Bedini, E [1 ]
Iadonisi, A [1 ]
Carabellese, A [1 ]
Parrilli, M [1 ]
机构：
[1] Univ Naples Federico II, Dipartimento Chim Organ & Biochim, I-80126 Naples, Italy
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 23期
关键词：
ammosugar; 3-acetamido-3,6-dideoxy-D-galactopyranose; epoxytrichloroacetimidate; glycosylation; lipopolysaccharide;
D O I：
10.1016/j.tetlet.2004.04.065
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The preparative synthesis of a 3 -acetamido- 3,6-dideoxy -D-galactopyranose N-phenyl-trifluoroacetimidate donor has been accomplished using as key step a silica gel mediated cyclization of an epoxytrichloroacetimidate, while other more conventional routes to aminosugars failed. Test glycosylations with the N-phenyl-trifluoroacetimidate donor are also reported. (C) 2004 Elsevier Ltd. All rights reserved.
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收藏
页码：4445 / 4448
页数：4
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