Influence of the Benzyloxycarbonyl Protective Group on Glycosylation with Mannopyranosyl Donors

The perbenzyloxycarbonylation of D-mannose, D-glucose, and D-galactose was achieved in high yield. In the mannose series, the selective removal of the anomeric benzyloxycarbonyl group followed by the activation of the anomeric position furnished, depending on the activation conditions, either a brom...

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Bibliographic Details
Published inJournal of carbohydrate chemistry Vol. 25; no. 6; pp. 451 - 459
Main Authors Morère, Alain, Mouffouk, Fouzi, Leiris, Simon, Leydet, Alain, Montero, Jean-Louis
Format Journal Article
LanguageEnglish
Published Taylor & Francis Group 01.08.2006
Subjects
Benzyloxycarbonyl
Glycosylation
Protective group
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Summary:The perbenzyloxycarbonylation of D-mannose, D-glucose, and D-galactose was achieved in high yield. In the mannose series, the selective removal of the anomeric benzyloxycarbonyl group followed by the activation of the anomeric position furnished, depending on the activation conditions, either a bromo glycosyl donor or a trichloroacetimidate donor. The trichloroacetimidate donor, protected by benzyloxycarbonyl groups, was used successfully for the synthesis of a disaccharide.
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ISSN:0732-8303
1532-2327
DOI:10.1080/07328300600859759