4,6-THIOANHYDRO-HEXOPYRANOSIDES. SYNTHESIS AND CHEMICAL BEHAVIOUR OF METHYL 2-O-p-TOLUENESULFONYL-4,6-THIOANHYDRO-α-D-GULOPYRANOSIDE

Article abstract of DOI:10.1016/S0040-4020(01)96374-4

Methyl 4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside (1, Figure 1) was converted, via the corresponding ditosylate 2, into methyl 2,3-di-O-p-toluenesulfonyl-4-O-benzoyl-6-S-acetyl-6-thio-α-D-glucopyranoside (3) by a selective nucleophilic displacement o