Organic Letters · 2008 · 143 citations · 48 references
Natural SciencesChemistryMedicinal ChemistryBiocatalysisCatalysisOrganic ChemistryAddition ReactionsHeterocyclic ChemistryAsymmetric CatalysisAsymmetric Catalyst DesignChiral Catalyst DesignEnantioselective Catalyst DesignEnantioselective SynthesisEnantioselectivityOrganometallic Catalysis
Novel cinchona alkaloid-derived bifunctional organocatalysts containing sulfonamide groups were utilized to promote Michael addition of bicyclic alpha-substituted beta-ketoesters to nitroolefins. The desired Michael adducts with all-carbon quaternary centers were constructed in high yield and with excellent enantioselectivity, demonstrating the great potential of cinchona alkaloid-derived sulfonamides in asymmetric catalysis.
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