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

✍ Scribed by Paul Boullanger; Martine Jouineau; Boufelja Bouammali; Dominique Lafont; Gérard Descotes

Publisher: Elsevier Science
Year: 1990
Tongue: English
Weight: 998 KB
Volume: 202
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(90)84077-8

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✦ Synopsis

1 ,3,4,6-Tetra-O-acetyl-2-alkoxycarbonylamino-2-deoxy-B-D-glucopyranoses and 3,4,6-tri-O-acetyl-2-alkoxycarbonylamino-2-deoxy-a-D-glnosyl bromides have been used as donors in glycosylation reactions with model alcohols. /3Glycosides were obtained in good yields and with a high degree of 1,2-tram stereoselectivity. An oxazolidinone was formed as the main product from the reaction of some of the glucopyranosyl bromides with alcohols of low reactivity, but the formation of all products could be interpreted by a strong participation of the alkoxycarbonylamino group.

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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v