Study on fluorination of 2,3-dideoxy-2,3-(N-tosylepimino)-α-D-allopyranosides, and synthesis of 3'-deoxy-3'-fluoro-kanamycin B and 3',4'-dideoxy-3'-fluorokanamycin B

Article abstract of DOI:10.1016/S0008-6215(00)90515-9

Reaction of the structurally rigid methyl 2,3-dideoxy-4,6-O-isopropylidene-2,3-(N-tosylepimino)-α-D-allopyrano side (6) with KHF₂ in DMF at 150° gave initially methyl 2,3-dideoxy-2-fluoro-4,6-O-isopropylidene-3-tosylamido-α-D-altropyra noside (