P. Grice et al., CYCLOHEXANE-1,2-DIACETALS IN SYNTHESIS .3. TUNING THE REACTIVITY OF GLYCOSIDES - EFFICIENT ONE-POT OLIGOSACCHARIDE SYNTHESIS, Synlett, (7), 1995, pp. 781-784
Tuning the reactivity of glycosyl donors by selective introduction of
different protecting and leaving groups enabled highly efficient oligo
saccharide synthesis. Utilising both phenylseleno and ethylthio glycos
ides in combination with the cyclohexane-1,2-diacetal (CDA) protecting
group provided four different levels of reactivity. One-pot sequentia
l glycosidation of three components gave trisaccharides and tetrasacch
arides.