A 2-silylethanol-based anomeric linker for carbohydrates; transformation into 1-0-acyl derivatives

Article abstract of DOI:10.1016/S0040-4039(97)00880-0

The novel linker 4 was synthesized in three steps from hex-5-enyldimethylchlorosilane and glycosylated with 2,3,4,6-tetra-O-benzoyl-α-D-galactopyran trichloroacetimidate to give the corresponding linker β-glycoside 5 (77%). Treatment of 5 with acetic anhydride and BF₃·OEt₂ gave 1-O-acetyl-2,3,4,6-tetra-O-benzonyl-β-D-galactose (~90%), devoid of the α-anomer.