Angewandte Chemie International Edition · 2006 · 373 citations · 81 references
Natural SciencesChemistryMedicinal ChemistryBiocatalysisCatalysisOrganic ChemistryAddition ReactionsBiocatalytic StereoselectivityCatalyst SynthesisCatalytic MaterialsCatalytic MechanismsOrganic SynthesisAsymmetric Catalyst DesignChiral Product SynthesisConjugate AdditionEnantioselective CatalysisEnantioselective Catalyst DesignEnantioselective Synthesis
Dual activation: The bifunctional primary amine thiourea catalyst 1 promotes the highly enantioselective direct conjugate addition of α-branched aldehydes to nitroalkenes (see scheme). Cooperative activation of both the nucleophile and electrophile allows the use of mild reaction conditions and provides access to a wide variety of adducts with vicinal quaternary and tertiary stereogenic centers (>90 % ee).
81
Tomotaka Okino, Yasutaka Hoashi, Tomihiro Furukawa et al. · Journal of the American Chemical Society · 2004 · 1K citations