A streamlined approach for the selective synthesis of 1,2-cis C-aryl furanosides from unprotected aldoses in two steps.
Many C-glycosides are synthesized by silver-assisted gold-catalysed glycosidation utilizing ethynylcyclohexyl glycosyl carbonates as glycosyl donors in an efficient manner. The method is quite general, mild and catalytic.
Novel SFox imidates that can be activated with protic acid have been developed and applied to stereocontrolled glycosylation and one-pot glycan synthesis via selective activation.
We describe a simple and concise protocol utilizing BF3·Et2O in THF for efficient 1,2-trans and regioselective glycosylation of multihydroxy acceptors, regardless of the use of α- or β-imidate donors.
Thiol is less reactive but more selective than alcohol. Alcohol-OH forms a stronger hydrogen bond with displaced bromide anion than thiol-SH, contributing to the difference in their reactivity and selectivity.