Ferrier's intramolecular carbocyclic ring closure reaction of methyl 3,4-di-O-acetyl-2-benzoyl-amino-2,6-dideoxy-α-O-xylo-hex-5-enopyranoside (2) led to 2L-2,4,513-2,3-di-O-acetyl-4-benzoylamino-5-hydroxy-cyclohexanone (4). Upon acetylation compound4underwent B-elimination to give the conjugated enone5. The convenient preparation of these highly functionalized aminocyclohexanones offers an efficient route to monoamino- or 1,4-diaminocyclitol-type aminoglycoside antibiotic aglycones, starting from 2-amino-2-deoxy-O-glucose.