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  • Title: A simple synthesis of N-perfluoroacylated and N-acylated glycals of neuraminic acid with a cyclic aminic substituent at the 4α position as possible inhibitors of sialidases.
    Author: Rota P, Allevi P, Agnolin IS, Mattina R, Papini N, Anastasia M.
    Journal: Org Biomol Chem; 2012 Apr 14; 10(14):2885-94. PubMed ID: 22395901.
    Abstract:
    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.
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