Chemical Diversification of Sialic Acid Glycosides by Stereospecific, Chemoselective Deamination

被引：11
|
作者：
Navuluri, Chandrasekhar [1 ]
Crich, David [1 ]
机构：
[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 43期
关键词：
deamination; diversification; glycosylation; nitrosation; sialic acids; STEREOSELECTIVE-SYNTHESIS; PROTECTING GROUP; THIOSIALOSIDE; SIALOSIDES; EFFICIENT; DONORS; CLICK;
D O I：
10.1002/anie.201303781
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Late bloomer: Nitrosation of peracetylated sialic acid glycosides followed by treatment with sodium trifluoroethoxide and then a suitable nucleophile enables the late-stage modification of these glycosides with stereospecific replacement of the acetamido group. This method should enable access to many glycoside derivatives with a minimum of synthetic effort. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：11339 / 11342
页数：4
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