A straight way to regioselectively functionalized polysaccharide esters

The topic of this contribution ID a novel method for regioselective esterification of starch, similar polysaccharides and cyclodextrines avoiding protecting or activating groups. A broad spectrum of polysaccharides could be acylated selectively at the C-2 position of the AGU. The reaction principle...

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Veröffentlicht in:Cellulose (London) 2004-06, Vol.11 (2), p.255-263
1. Verfasser: Dicke, René
Format: Artikel
Sprache:eng
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Zusammenfassung:The topic of this contribution ID a novel method for regioselective esterification of starch, similar polysaccharides and cyclodextrines avoiding protecting or activating groups. A broad spectrum of polysaccharides could be acylated selectively at the C-2 position of the AGU. The reaction principle ID based on a transesterification of a carboxylic acid vinyl ester with the hydroxyl groups of the polymer ID the presence of a low molecular salt. The interaction of the reaction participants and the solution state of the polysaccharides enable this selective functionalization. The structure characterization of the new polysaccharide derivatives ID carried out by NMR spectroscopy, especially the HMBC technique, after a complete esterification of the free hydroxyl groups with a suitable carbon acid anhydride.
ISSN:0969-0239
1572-882X
DOI:10.1023/B:CELL.0000025426.82260.71