Synthesis of a carbon-linked mimic of the disaccharide component of the tumor-related SialyITn antigen

被引：36

作者：

Abdallah, Z ^{[1
]}

Doisneau, G ^{[1
]}

Beau, JM ^{[1
]}

机构：

[1] Univ Paris 11, Lab Synth Biomol Assoc, CNRS, Inst Chim Mol & Mat, F-91405 Orsay, France

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 42期

关键词：

glycosides; metalation; reduction; samarium; sialic acids;

D O I：

10.1002/anie.200351969

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The right mix! When one considers the many ways in which a polyfunctional organometallic species may be quenched before any productive C-C bond formation can occur (two amide protons, five esters), the samarium-promoted coupling between sulfide 1 and aldehyde 2 is remarkably efficient (see scheme). This is shown in the synthesis of a stable mimic of the sialylTn (Tn = GalNAcα1 → O-Ser/Thr) disaccharide.

引用

页码：5209 / 5212

页数：4

共 62 条

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