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Rota P.,Biochemistry and Biotechnology for the Medicine | Allevi P.,Biochemistry and Biotechnology for the Medicine | Anastasia M.,Biochemistry and Biotechnology for the Medicine
Organic and Biomolecular Chemistry | Year: 2010

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 °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. © 2010 The Royal Society of Chemistry. Source


Rota P.,Biochemistry and Biotechnology for the Medicine | Allevi P.,Biochemistry and Biotechnology for the Medicine | Agnolin I.S.,Biochemistry and Biotechnology for the Medicine | Mattina R.,Microbiology and Virology | And 2 more authors.
Organic and Biomolecular Chemistry | Year: 2012

A simple protocol for the synthesis of N-perfluoroacylated and N-acylated glycals of neuraminic acid, with a secondary cyclic amine (morpholine or piperidine) at the 4α position, has been set-up, starting from peracetylated N-acetylneuraminic acid methyl ester that undergoes, sequentially to its direct N-transacylation followed by a C-4 amination, a β-elimination, and a selective hydrolysis of the ester functions, without affecting the sensitive perfluorinated amide. © The Royal Society of Chemistry 2012. Source

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