Asymmetric synthesis of fluorinated analogues of 1-deoxynojirimycin
Abstract
Two epimeric 1,3,4-trideoxy-3-fluoronojirimycins are obtained through a total asymmetric synthesis starting from a non-carbohydrate precursor; two key-steps of the synthetic sequence are an intramolecular aminomercuration reaction and an oxidative demercuration process.