Yoshihisa Mizuno

Palladium(II) Promoted O-Glycosylation Involving 1-Thio-2-enosides and 3-Thio-1-enoses

O-glycosylation of thioglycosyl donors, 2,3-dideoxy-hex-1-thio-2-enopyranosides, 1,2-dideoxy-hex-3-thio-1-nopyranoses and 2-pyridyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside was achieved by use of a Pd(II) activator which was prepared from bis(acetonitrile)dichloropalladium(II)(Pd(CH3CN)2Cl2) and silver triflate (AgOTf).

A new glycosylation method using glycosyl donors substituted by enol ether as a leaving group

Abstract Glycosyl donors having a leaving group of enol ether were easily prepared by the addition of the anomeric hydroxyl group of pyranose derivatives to α,β-unsaturated alkynic acid esters or -ketone. These glycosyl donors were selectively glycosidated with several glycosyl acceptors in the presence of trimethylsilyl triflate (TMSOTf). A fucosyl donor was also applied in a similar synthesis.