A new concept for the construction of β-d-fructofuranosides based on the idea of locking the anomeric CH2OH group to the α-side through an internal bridge to the 4-hydroxyl group is presented. Thioglycoside fructose donors containing an internal 1, 4-O-(1, 1, 3, 3- tetraisopropyldisiloxane-1, 3-diyl)(TIPS) acetal bridge have been constructed and used in glycosylations with dimethyl (thiomethyl) sulfonium triflate (DMTST) as promoter. The ...
