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Springer (part of Springer Nature), Molecular Diversity, 2(15), p. 341-345

DOI: 10.1007/s11030-010-9281-2

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Ultrasonic assisted Fischer glycosylation: generating diversity for glycochemistry

Journal article published in 2010 by Nasrin Shaikh, Laura Russo ORCID, Lf Cipolla ORCID, Francesco Nicotra
This paper is available in a repository.
This paper is available in a repository.

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Abstract

In this study ultrasounds have been utilised for the Fischer glycosylation using free sugars and sulphuric acid immobilized on silica as catalyst. N-acetyl-D-glucosamine, N-acetyl-D-galactosamine, D-glucose, D-galactose, D-mannose L-fucose and lactose were glycosylated with propargyl alcohol or 2-azidoethanol affording the corresponding glycosides, with production of the alpha-glycopyranoside as the dominant product. Remarkable acceleration of the glycosylation reactions (15 mins-2h compared to several hours) over reported procedures together with good yields were always observed.