In this study ultrasound has 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 the production of the α-glycopyranoside as the dominant product. Remarkable acceleration of the glycosylation reactions (15 min-2h compared to several hours) over reported procedures together with good yields were always observed. © Springer Science+Business Media B.V. 2010.
Shaikh, N., Russo, L., Cipolla, L., Nicotra, F. (2011). Ultrasonic assisted Fischer glycosylation: generating diversity for glycochemistry. MOLECULAR DIVERSITY, 15(2), 341-345 [10.1007/s11030-010-9281-2].
Ultrasonic assisted Fischer glycosylation: generating diversity for glycochemistry
RUSSO, LAURA;CIPOLLA, LAURA FRANCESCA;NICOTRA, FRANCESCO
2011
Abstract
In this study ultrasound has 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 the production of the α-glycopyranoside as the dominant product. Remarkable acceleration of the glycosylation reactions (15 min-2h compared to several hours) over reported procedures together with good yields were always observed. © Springer Science+Business Media B.V. 2010.
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