1393354-92-1Relevant articles and documents
Fluorine-directed β-galactosylation: Chemical glycosylation development by molecular editing
Durantie, Estelle,Bucher, Christoph,Gilmour, Ryan
supporting information; experimental part, p. 8208 - 8215 (2012/08/27)
Validation of the 2-fluoro substituent as an inert steering group to control chemical glycosylation is presented. A molecular editing study has revealed that the exceptional levels of diastereocontrol in glycosylation processes by using 2-fluoro-3,4,6-tri-O-benzyl glucopyranosyl trichloroacetimidate (TCA) scaffolds are a consequence of the 2R,3S,4S stereotriad. This study has also revealed that epimerization at C4, results in a substantial enhancement in β-selectivity (up to β/α 300:1). Copyright