The acidic hydrolysis of: N -acetylneuraminic 4,5-oxazoline allows a direct functionalization of the C5 position of Neu5Ac2en (DANA)

Paola Rota, Paolo La Rocca, Federica Cirillo, Marco Piccoli, Pietro Allevi, Luigi Anastasia

Research output: Contribution to journalArticle

Abstract

The acidic hydrolysis of N-acetylneuraminic 4,5-oxazoline affords the corresponding 2,3-unsaturated amino ester, which was not previously detected (nor isolated) due to the unexpected rearrangement into its corresponding alcohol. In this work, we unveiled the mechanism of these reactions and optimized the conditions to obtain either synthetic intermediate.

Original languageEnglish
Pages (from-to)162-165
Number of pages4
JournalRSC Advances
Volume10
Issue number1
DOIs
Publication statusPublished - Jan 1 2019

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

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