Synthese de O-Glycosides d'Alcenyles Catalysée par les Complexes du Palladium(0)

Allylic carbonates reacted with carbohydrates having a free anomeric hydroxyl group in the presence of a catalytic amount of palladium(0) giving the unsaturated O-glycosides under neutral conditions with excellent yields. In the mannofuranose and ribofuranose series, the reaction was stereospecific...

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Veröffentlicht in:Journal of carbohydrate chemistry 1993-03, Vol.12 (2), p.223-235
Hauptverfasser: Lakhmiri, R., Lhoste, P., Kryczka, B., Sinou, D.
Format: Artikel
Sprache:eng
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Zusammenfassung:Allylic carbonates reacted with carbohydrates having a free anomeric hydroxyl group in the presence of a catalytic amount of palladium(0) giving the unsaturated O-glycosides under neutral conditions with excellent yields. In the mannofuranose and ribofuranose series, the reaction was stereospecific leading only to the α and the β anomers respectively, although a mixture of α and β anomers was obtained in the glucopyranose series.
ISSN:0732-8303
1532-2327
DOI:10.1080/07328309308021272