Reaction of N-acetylneuraminic acid derivatives with perfluorinated anhydrides: a short access to N-perfluoracylated glycals with antiviral properties.
An efficient short protocol for the preparation of N-perfluoroacylated glycals of neuraminic acid, by simple short treatment of differently protected N-acetylneuraminic acid with perfluorinated anhydrides in acetonitrile at 135 degrees C, is reported, together with a rationalitazion of the reaction that allows the alternative formation of N-perfluoroacylated 1,7-lactones to be previewed under the same reaction conditions.
Rota
Paola
P
Department of Chemistry, Biochemistry and Biotechnology for the Medicine, Via Saldini 50, Milano, Italy.
Allevi
Pietro
P
Mattina
Roberto
R
Anastasia
Mario
M
D000812:Anhydrides / Q000737:chemistry*; D000998:Antiviral Agents / Q000737:chemistry*; D017611:Fluorine Compounds / Q000737:chemistry*; D015394:Molecular Structure; D019158:N-Acetylneuraminic Acid / Q000031:analogs & derivatives / Q000737:chemistry*; D011134:Polysaccharides / Q000737:chemistry*
D000812:Anhydrides; D000998:Antiviral Agents; D017611:Fluorine Compounds; D011134:Polysaccharides; D019158:N-Acetylneuraminic Acid