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.
Straightforward access to 2,3- and 3,4-unsaturated derivatives of N-glycolylneuraminic acid / P. Rota, P. La Rocca, V. Franco, P. Allevi. - In: TETRAHEDRON. - ISSN 0040-4020. - (2020). [Epub ahead of print] [10.1016/j.tet.2020.131699]
Straightforward access to 2,3- and 3,4-unsaturated derivatives of N-glycolylneuraminic acid
P. Rota;P. La Rocca;P. Allevi
2020
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.
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Open Access dal 25/10/2022
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