Stereoselective syntheses of a di-, tri-, and tetra-saccharide fragment of Shigella dysenteriae type 1 O-antigen using 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl chloride as a glycosyl donor

Article abstract of DOI:10.1016/S0008-6215(00)90483-X

Methyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside (1) furnished a crystalline 3-O-bromoacetyl derivative that was treated with the dichloromethyl methyl ether-ZnCl₂ reagent to give 2,4-di-O-benzoyl-3-O-bromoacetyl-α-L-rhamnopyranosyl chloride (3). C