6533b871fe1ef96bd12d0dac
RESEARCH PRODUCT
ChemInform Abstract: Enantioselective Addition of Nitromethane to 2-Acylpyridine N-Oxides. Expanding the Generation of Quaternary Stereocenters with the Henry Reaction.
José R. PedroGonzalo BlayM. Carmen MuñozMelireth Holmquistsubject
Addition reactionchemistry.chemical_compoundNitroaldol reactionTrifluoromethylNitromethanechemistryEnantioselective synthesisOrganic chemistryGeneral MedicineStereocenterCatalysisdescription
The direct asymmetric Henry reaction with prochiral ketones, leading to tertiary nitroaldols, is an elusive reaction so far limited to a reduced number of reactive substrates such as trifluoromethyl ketones or α-keto carbonyl compounds. Expanding the scope of this important reaction, the direct asymmetric addition of nitromethane to 2-acylpyridine N-oxides catalyzed by a BOX-Cu(II) complex to give the corresponding pyridine-derived tertiary nitroaldols having a quaternary stereogenic center with variable yields and good enantioselectivity, is described.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2014-07-24 | ChemInform |