Reagent switchable stereoselective beta(1,2) mannoside mannosylation: OH-2 of mannose is a privileged acceptor.
The discovery of novel conditions for highly beta-stereoselective (>9 : 1) mannosylation of OH-2 of mannosides using a straightforward perbenzylthioglycoside donor has allowed ready assembly of beta-mannosyl oligosaccharides including the repeating trisaccharide motif of the O5 antigen of pathogen Klebsiella pneumoniae.
Doores
Katie J
KJ
Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Oxford, UK.
Davis
Benjamin G
BG
D002236:Carbohydrate Conformation; D006878:Hydroxides / Q000737:chemistry*; D008362:Mannosides / Q000737:chemistry*; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013865:Thioglycosides / Q000737:chemistry
D006878:Hydroxides; D008362:Mannosides; D009844:Oligosaccharides; D013865:Thioglycosides; C031356:hydroxide ion