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RESEARCH PRODUCT
ChemInform Abstract: Enantioselective LaIII-pyBOX-Catalyzed Nitro-Michael Addition to (E)-2-Azachalcones.
José R. PedroGonzalo BlayM. Carmen MuñozCelia Incertisubject
chemistry.chemical_compoundAddition reactionChemistryLigandMichael reactionSubstituentNitroEnantioselective synthesisGeneral MedicineOxazolineEnantiomeric excessMedicinal chemistrydescription
A [La(OTf)3] complex with a new pyBOX ligand bearing a bulky 1-naphthylmethyl substituent at the 4′-position of the oxazoline ring catalyzes the conjugate addition of nitroalkanes to a broad range of (E)-2-azachalcones, providing the expected nitro-Michael products with good yields and enantiomeric excesses up to 87 %. The optical purity of the products can be increased by a single crystallization. A plausible stereochemical model to account for the observed stereochemistry has been proposed.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2013-07-18 | ChemInform |