Reaction of Trimethylsilyl Azide with Anhydro Sugars, a Mild Method of Oxirane-Ring Opening

Lewis acid catalyzed reactions of trimethylsilyl azide with the anhydro sugars 1–3 yield isomeric mixtures of the corresponding unsilylated azidodeoxy sugars 4–9. This procedure is mild, convenient, and does not displace nucleophile‐sensitive groups.

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Bibliographische Detailangaben
Veröffentlicht in:	Liebigs Annalen der Chemie 1987-02, Vol.1987 (2), p.165-167
Hauptverfasser:	Janairo, Gerardo, Kowollik, Wolfgang, Voelter, Wolfgang
Format:	Artikel
Sprache:	eng
Schlagworte:	Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides Carbohydrates. Nucleosides and nucleotides Chemistry Exact sciences and technology Organic chemistry Preparations and properties
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	Lewis acid catalyzed reactions of trimethylsilyl azide with the anhydro sugars 1–3 yield isomeric mixtures of the corresponding unsilylated azidodeoxy sugars 4–9. This procedure is mild, convenient, and does not displace nucleophile‐sensitive groups.
ISSN:	0170-2041 1099-0690
DOI:	10.1002/jlac.198719870211