Rapid access to uronic acid-based mimetics of Kdn2en from d-glucurono-6,3-lactone Original Research Article

A concise route to novel mimetics of Kdn2en, based on Δ4-uronic acids, from d-glucurono-6,3-lactone is presented. Uronic acid-based mimetics in which an aliphatic ether (O-glycoside), a thioether (S-glycoside), or acetamide takes the place of the natural C-6 glycerol sidechain of the sialic acid were synthesized from the key intermediate, methyl 2,3,4-tri-O-acetyl-α-d-glucopyranosyluronate bromide.