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S‐Benzimidazolyl Glycosides as a Platform for Oligosaccharide Synthesis by an Active–Latent Strategy
Author(s) -
Hasty Scott J.,
Kleine Matthew A.,
Demchenko Alexei V.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201007212
Subject(s) - moiety , glycosylation , anomer , oligosaccharide , carbohydrate synthesis , chemistry , alkylation , computer science , stereochemistry , combinatorial chemistry , biochemistry , carbohydrate , catalysis
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.