A synthetic study of methyl 3-deoxy-3-fluoro-α-D-glucopyranosides from methyl 2,3-anhydro-α-D-allopyranosides, and synthesis of 3'-deoxy-3'-fluorokanamycin A and 3'-chloro-3'-deoxykanamycin A

Article abstract of DOI:10.1016/0008-6215(92)84101-W

Reactions of 4,6-disubstituted 2,3-anhydro-α-D-allopyranosides with potassium hydrogenfluoride (KHF2) in ethane-1,2-diol gave, by oxirane-ring opening, the corresponding 2-deoxy-2-fluoro-α-D-altro- and 3-deoxy-3-fluoro-α-D-gluco-pyranosyl derivatives, wit