6533b837fe1ef96bd12a28b0
RESEARCH PRODUCT
Asymmetric Conjugate Addition of Malonate Esters to α,β-UnsaturatedN-Sulfonyl Imines: An Expeditious Route to Chiral δ-Aminoesters and Piperidones
Luz CardonaJosé R. PedroGonzalo BlayMiguel Espinosasubject
Sulfonylchemistry.chemical_classificationAllylic rearrangementStereochemistryOrganic ChemistryEnantioselective synthesisGeneral ChemistryCatalysisStereocenterchemistry.chemical_compoundMalonatechemistryEnantiomerConjugateCarbaniondescription
The asymmetric conjugate addition of malonate esters to α,β-unsaturated N-sulfonyl imines is catalyzed by PyBOX/La(OTf)3 complexes in the presence of 4 Å MS. The reaction gives the corresponding E enamines bearing a stereogenic center at the allylic position with good yields and enantiomeric ratios up to 97:3. This reaction provides a synthetic entry to chiral δ-aminoesters and piperidones.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2013-09-17 | Chemistry - A European Journal |