Coordination chemistry approach to the long-standing challenge of stereocontrolled chemical glycosylation.
This study clearly demonstrates that a multi-dentate metal coordination to the leaving group, along with O-5 and/or a protecting group at O-6, has a strong effect on the stereoselectivity of chemical glycosylation.
Pornsuriyasak
Papapida
P
Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.
Vetter
Cornelia
C
Kaeothip
Sophon
S
Kovermann
Michael
M
Balbach
Jochen
J
Steinborn
Dirk
D
Demchenko
Alexei V
AV
D002241:Carbohydrates / Q000138:chemical synthesis / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry; D006031:Glycosylation; D008670:Metals / Q000737:chemistry; D013237:Stereoisomerism
D002241:Carbohydrates; D006027:Glycosides; D008670:Metals