An Oxidation–Amidation Approach for the Synthesis of Glycuronamides. Issue 15 (3rd May 2016)

• Record Type: Journal Article
• Authors: Lin, Sicheng; Ashmus, Roger A.; Lowary, Todd L.
• Is Part Of: European journal of organic chemistry. Issue 15(2016)
• Page Start: 2653
• Page End: 2664
• Publication Date: 2016-05-03
• Subjects: Synthetic methods -- Oxidation -- Amidation -- Polysaccharides -- Glycuronamides; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201600239
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A route for the synthesis of glycuronamides via the intermediacy of 6‐ S ‐tolyl‐substituted glycosides and uronic acid thioesters, is reported. The route, which is compatible with a variety of carbohydrate residues and protecting groups, was used to synthesize the repeating unit of the E. coli K54 capsular polysaccharide. Abstract : A route for the synthesis of glycuronamides via the intermediacy of 6‐ S ‐tolyl‐substituted glycosides and uronic acid thioesters, is reported. The route, which is compatible with a variety of carbohydrate residues and protecting groups, was used to synthesize the repeating unit of the E. coli K54 capsular polysaccharide.