N-Allyloxycarbonyl derivatives of D-glucosamine as promotors of 1, 2-trans-glucosylation in Koenigs-Knorr reactions and in Lewis acid catalyzed condensations

P Boullanger, J Banoub…

文献索引：Boullanger, Paul; Banoub, Joseph; Descotes, Gerard Canadian Journal of Chemistry, 1987 , vol. 65, p. 1343 - 1348

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被引用次数: 60

摘要

The use of suitably blocked d-glucosamine derivatives possessing the N-allyloxycarbonyl protective group of the amino function represents potential new routes to 1, 2-trans- glucosylations. Both 3, 4, 6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-α-d- glucopyranosyl bromide (2) and 1, 3, 4, 6-tetra-O-acetyl-2-N-allyloxycarbonyl-2-amino-2- deoxy-β-d-glucopyranose (3) could be used in Koenigs-Knorr reactions or Lewis acid ...