6533b82cfe1ef96bd128e933
RESEARCH PRODUCT
Three-Component Synthesis of α-Aminoperoxides Using Primary and Secondary Dialkylzinc Reagents with O2 and α-Amido Sulfones
José R. PedroAmparo Sanz-marcoGonzalo BlayAlicia MonleonMarc Montesinos-magranersubject
Reaction conditionschemistry.chemical_compoundPrimary (chemistry)chemistryComponent (thermodynamics)Yield (chemistry)ReagentOrganic ChemistryMolecular oxygenPhysical and Theoretical ChemistryBiochemistryCombinatorial chemistryPeroxidedescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2020-06-25 | Organic Letters |