Hydrogen-bond-mediated aglycone delivery: focus on β-mannosylation.
O-Picoloyl groups at remote positions can mediate the course of glycosylation reactions by providing high facial selectivity for the H-bond-mediated attack of the glycosyl acceptor. A new practical method for the stereoselective synthesis of β-mannosides at ambient temperature is presented.
Department of Chemistry and Biochemistry, University of Missouri-St. Louis , One University Boulevard, St. Louis, Missouri 63121, United States.
Salvatore G
SG
Pistorio
Jagodige P
JP
Yasomanee
Alexei V
AV
Demchenko
D006031:Glycosylation; D006859:Hydrogen / Q000737:chemistry*; D006860:Hydrogen Bonding; D008362:Mannosides / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D008362:Mannosides; D006859:Hydrogen