β-Stereoselective Kdo C-glycosylation by (p-Tol)2SO/Tf2O preactivation strategy

Abstract

There was very little research on the synthesis of β-3-Deoxy-D-manno-oct-2-ulosonic acid (Kdo) C-glycosides, which restricted their wide applications. Herein, a convenient and efficient approach to synthesize β-Kdo C-glycosides was developedbased on Tf₂O/(p-Tol)₂SO preactivation strategy using bench stable peracetylated Kdo thioglycoside as donor via a thermodynamic S_N1-like mechanism.