Intramolecular Glycosylation under Neutral Conditions for Synthesis of 1,4-Linked Disaccharides

Intramolecular Glycosylation under Neutral Conditions for Synthesis of 1,4-Linked Disaccharides

A new method for intramolecular glycosylation, in which the donor and acceptor were linked via a 3,5-dinitrosalicylic acid derivative, was developed. Simply dissolving the tethered glycoside in CH3NO2 and warming to 40−60 °C led to formation of 1,4-linked disaccharides under neutral, hence, exceptio...

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Veröffentlicht in:Organic letters 2001-03, Vol.3 (5), p.687-690
Hauptverfasser: Laursen, Jane B, Petersen, Lars, Jensen, Knud J
Format: Artikel
Sprache:eng
Schlagworte:
Disaccharides - chemical synthesis
Glycosylation
Hydrolysis
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Zusammenfassung:A new method for intramolecular glycosylation, in which the donor and acceptor were linked via a 3,5-dinitrosalicylic acid derivative, was developed. Simply dissolving the tethered glycoside in CH3NO2 and warming to 40−60 °C led to formation of 1,4-linked disaccharides under neutral, hence, exceptionally mild, conditions.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol006988j