6533b835fe1ef96bd129f2d3
RESEARCH PRODUCT
ChemInform Abstract: Asymmetric Conjugate Addition of Malonate Esters to α,β-Unsaturated N-Sulfonyl Imines: An Expeditious Route to Chiral δ-Aminoesters and Piperidones.
Luz CardonaMiguel EspinosaGonzalo BlayJosé R. Pedrosubject
Sulfonylchemistry.chemical_classificationchemistry.chemical_compoundAllylic rearrangementAddition reactionMalonatechemistryGeneral MedicineEnantiomerMedicinal chemistryStereocenterConjugateCatalysisdescription
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 A 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 |
|---|---|---|---|---|
| 2014-03-21 | ChemInform |