Asymmetric Dihydroxylation (AD)/ cyclization of N-diBoc allylic and homoallylic amines: Selective differentiation of the hydroxyl groups

Article abstract of DOI:10.1016/S0040-4039(00)73877-9

Asymmetric dihydroxylation of N-diBoc protected allylic and homoallylic amines with in situ cyclization affords the corresponding oxazolidinones in good yields. The enantioselectivity is dependent on the substitution pattern of the olefin and ranges from 34-98%. This methodology allows selective differentiation of the hydroxyl groups formed in the AD and increases the potential applications of the resulting products.