The synthesis of cyclic imidates from amides of glucuronic acid and investigation of glycosidation reactions.
The synthesis of novel cyclic glycosyl imidates and an investigation of their potential as donors in glycosidation reactions is described. The results show that 1,2-cis glycosides obtained from the reactions of glycosyl acetates or cyclic imidates, each derived from amides of glucuronic acid, result from the anomerisation of initially formed 1,2-trans glycosides.
Cronin
Linda
L
UCD School of Chemistry and Chemical Biology, Centre for Synthesis and Chemical Biology, Conway Institute of Biomolecular and Biomedical Research, University College Dublin, Belfield, Dublin 4, Ireland.
Tosin
Manuela
M
Müller-Bunz
Helge
H
Murphy
Paul V
PV
D000577:Amides / Q000737:chemistry*; D020723:Glucuronic Acid / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D006031:Glycosylation; D007096:Imidoesters / Q000138:chemical synthesis* / Q000737:chemistry
D000577:Amides; D006027:Glycosides; D007096:Imidoesters; D020723:Glucuronic Acid