A straightforward
strategy for the synthesis of unprecedented α-aminoperoxides
bearing primary and secondary alkylperoxide substituents is described.
Commercially available dialkylzinc reagents are oxidized with molecular
oxygen and the consequent peroxide species react with stable (hetero)aromatic
and aliphatic α-amido sulfones in excellent yields (>90%).
The
now available α-aminoperoxides are of potential interest in
medicinal chemistry, specifically for the synthesis of antimalarial
compounds. Moreover, modification of the reaction conditions selectively
leads to N,O-acetals in good yields.