| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1388560 | Carbohydrate Research | 2008 | 9 Pages |
Abstract
A 5-N,7-O-carbonyl-protected sialyl donor was synthesized, and, unexpectedly, this donor showed β-selectivity (α/β = 1/2.4–1/20) on coupling with sugar acceptors in acetonitrile upon treatment with various promoter systems. For the coupling reaction in dichloromethane, a modified Ellervik’s method (IBr and AgClO4·H2O) was highly effective in activating the 5-N,7-O-carbonyl donor, providing moderate α-selectivity (α/β = ∼1.8/1).
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide
Keywords
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Hidenori Tanaka, Hiromune Ando, Hideharu Ishihara, Mamoru Koketsu,