D-GLUCOPYRANOSYL PHENYLSULFONES: THEIR USE IN A STEREOCONTROLLED SYNTHESIS OF CIS 2,6-DISUBSTITUTED TETRAHYDROPYRANS (β-D-C-GLYCOSIDES)

Article abstract of DOI:10.1016/S0040-4039(00)95049-4

The lithiated anion derived from 3,4,6-tri-O-t-butyldimethylsilyl-2-deoxy-α,β-D-glucopyranosyl phenylsulfones 1 reacts with various electrophiles leading to alkylated products, precursors of β-D-C-glycosides 5a-g after stereocontrolled desulfonylation and