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The use of N-alkoxycarbonyl derivatives of 2-amino-2-deoxy-D-glucose as donors in glycosylation reactions

P Boullanger, M Jouineau, B Bouammali, D Lafont…

文献索引:Boullanger, Paul; Jouineau, Martine; Bouammali, Boufelja; Lafont, Dominique; Descotes, Gerard Carbohydrate Research, 1990 ,  vol. 202, p. 151 - 164

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被引用次数: 93

摘要

Abstract 1, 3, 4, 6-Tetra-O-acetyl-2-alkoxycarbonylamino-2-deoxy-β-d-glucopyranoses and 3, 4, 6-tri-O-acetyl-2-alkoxycarbonylamino-2-deoxy-ad-glucopyranosyl bromides have been used as donors in glycosylation reactions with model alcohols. β-Glycosides were obtained in good yields and with a high degree of 1, 2-trans stereoselectivity. An oxazolidinone was formed as the main product from the reaction of some of the glucopyranosyl bromides with ...