S-Benzimidazolyl Glycosides as a Platform for Oligosaccharide Synthesis by an Active-Latent Strategy

S-Benzimidazolyl Glycosides as a Platform for Oligosaccharide Synthesis by an Active-Latent Strategy

Doing the Biz: The S‐benzimidazolyl (SBiz) anomeric moiety is a new leaving group that can be activated for glycosylation under a variety of conditions, including metal‐assisted and alkylation pathways. Application of a substituted SBiz moiety (X=anisoyl, see picture) allows active–latent and armed–...

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Veröffentlicht in:Angewandte Chemie International Edition 2011-04, Vol.50 (18), p.4197-4201
Hauptverfasser: Hasty, Scott J., Kleine, Matthew A., Demchenko, Alexei V.
Format: Artikel
Sprache:eng
Schlagworte:
Benzimidazoles - chemistry
carbohydrates
glycosides
Glycosides - chemistry
Glycosylation
oligosaccharides
Oligosaccharides - chemical synthesis
Oligosaccharides - chemistry
synthetic methods
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Zusammenfassung:Doing the Biz: The S‐benzimidazolyl (SBiz) anomeric moiety is a new leaving group that can be activated for glycosylation under a variety of conditions, including metal‐assisted and alkylation pathways. Application of a substituted SBiz moiety (X=anisoyl, see picture) allows active–latent and armed–disarmed types of oligosaccharide assembly.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201007212