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.

引用

页码：4445 / 4448

页数：4