Abstract

The stereoselective synthesis of 2,3-unsaturated S-glycosides was accomplished by using mild and convenient protocol employing a catalytic amount of RuCl3. Various acceptors comprising aromatic, aliphatic, alicyclic, and naphthyl mercaptans were reacted smoothly with different glycals to provide regioselective C-1 S-linked glycosides in good yields (72–92%) with high α-anomeric selectivity (72:28–99:1). This protocol is mild enough for constructing S-linkages at anomeric position of lactose derived glycal.

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