Issue 12, 2012
From the journal:

Organic & Biomolecular Chemistry

Direct O-glycosidation of resin bound thioglycosides†

Son Hong Nguyen,a   Adam H. Trotta,a   John Cao,a   Timothy J. Strauba  and  Clay S. Bennett*a  

* Corresponding authors

a Department of Chemistry, Tufts University, Medford, MA, USA
E-mail: clay.bennett@tufts.edu
Fax: +1 617-627-0621
Tel: +1-617-627-0621

Abstract

The application of the safety-catch linker concept to solid-phase glycoconjugate synthesis is described. The process allows for direct conjugation of resin bound glycans to complex aglycones during cleavage. Large excesses of either coupling partner are not required, and even very hindered alcohols serve as acceptors in the reaction.

Graphical abstract: Direct O-glycosidation of resin bound thioglycosides

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Article information

DOI
https://doi.org/10.1039/C2OB06883D
Article type
Communication
Submitted
08 Nov 2011
Accepted
19 Dec 2011
First published
20 Dec 2011

Org. Biomol. Chem., 2012,10, 2373-2376

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Direct O-glycosidation of resin bound thioglycosides

S. H. Nguyen, A. H. Trotta, J. Cao, T. J. Straub and C. S. Bennett, Org. Biomol. Chem., 2012, 10, 2373 DOI: 10.1039/C2OB06883D

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