| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5279142 | Tetrahedron Letters | 2011 | 4 Pages |
Abstract
Chemical synthesis of pseudaminic acid is described. Starting from N-acetylglucosamine, deoxygenation and deoxyamination with stereo-inversion afforded 6-deoxy-AltdiNAc, which is the key intermediate for the biosynthesis of pseudaminic acid. Subsequently, the elongation reaction via In-mediated allylation of 6-deoxy-AltdiNAc with bromomethacrylate ester derivative followed by ozonolysis and hydrolysis gave the desired pseudaminic acid. Furthermore, we demonstrated glycosylation with dibenzyl phosphite derivative of pseudaminic acid as the glycosyl donor to afford disaccharide.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Yong Joo Lee, Akemi Kubota, Akihiro Ishiwata, Yukishige Ito,