6533b853fe1ef96bd12ad74b
RESEARCH PRODUCT
Enantioselective Addition of Nitromethane to 2-Acylpyridine N-Oxides. Expanding the Generation of Quaternary Stereocenters with the Henry Reaction
Melireth HolmquistGonzalo BlayM. Carmen MuñozJosé R. Pedrosubject
Nitroaldol reactionTrifluoromethylNitromethaneOrganic ChemistryEnantioselective synthesisBiochemistryMedicinal chemistryCatalysisStereocenterchemistry.chemical_compoundchemistryFISICA APLICADAPhysical and Theoretical Chemistrydescription
[EN] 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 alpha-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 |
|---|---|---|---|---|
| 2014-02-13 | Organic Letters |