Abstract
The facile syntheses of previously unreported 2,3- and 3,4-unsaturated derivatives of N-glycolylneuraminic acid are herein described. The procedure involves a ring-opening of the 4,5-oxazoline of N-acetylneuraminic acid, the acylation of the intermediate free amine, its conversion into the 4,5-oxazoline of N-glycolylneuraminic acid and the subsequent Ferrier reaction or C4 nucleophilic substitution.
Original language | English |
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Article number | 131699 |
Journal | Tetrahedron |
Volume | 76 |
Issue number | 49 |
DOIs | |
Publication status | Published - Dec 4 2021 |
Keywords
- Ferrier reaction
- Glycals
- N-Glycolylneuraminic acid
- Oxazoline of sialic acid
- Sialidase inhibitor
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry