Glycosylation of vicinal di- and trifluorinated glucose and galactose donors

被引：3

作者：

Huonnic, Kler ^{[1
]}

Linclau, Bruno ^{[1
,2
]}

机构：

[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, England

[2] Univ Ghent, Dept Organ & Macromol Chem, B-9000 Ghent, Belgium

来源：

CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 59期

关键词：

ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVITY; RECOGNITION; SUBSTITUENT; PROBES; SUGARS;

D O I：

10.1039/d3cc02518g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The acid-catalysed formation of glycosidic bonds is more difficult when glycosyl donors are fluorinated, especially at the 2-position. Here we report high-yielding glycosidation and glycosylation reactions of 2,3-difluorinated- and 2,3,4-trifluorinated gluco- and galactopyranoside donors with a variety of acceptors under conventional trichloroacetimidate/TMSOTf activation in moderate to high anomeric selectivities. This methodology allows access to highly fluorinated glycans, illustrated with the synthesis of a pentafluorinated disaccharide.

引用

页码：9082 / 9085

页数：4

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