OFox imidates as versatile glycosyl donors for chemical glycosylation
Swati S Nigudkar1, Tinghua Wang1, Salvatore G Pistorio1
1Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA. demchenkoa@umsl.edu.
Abstract:
Previously we communicated 3,3-difluoroxindole (HOFox) - mediated glycosylations wherein 3,3-difluoro-3H-indol-2-yl (OFox) imidates were found to be key intermediates. Both the in situ synthesis from the corresponding glycosyl bromides and activation of the OFox imidates could be conducted in a regenerative fashion. Herein, we extend this study with the main focus on the synthesis of various OFox imidates and their investigation as glycosyl donors for chemical 1,2-cis and 1,2-trans glycosylation.
Related Concept Videos
Protein Glycosylation
Glycosylation occurs in...
Oligosaccharide Assembly
Multiple sugar molecules that may or may...
Carboxylic Acid Derivatives: Overview
Nucleophilic Acyl Substitution of Carboxylic Acid Derivatives
Other Glycolytic Pathways


