Organic & Biomolecular Chemistry · 2009 · 61 citations · 30 references
Natural SciencesChemistryMaterials ScienceCatalysisInorganic ChemistryOrganic ChemistryCatalyst DesignCatalyst PreparationCatalytic MaterialsHeterocycle SynthesisOrganic SynthesisSupported CatalystsAldehydesCatalyst Performance EvaluationCatalytic Cycle MechanismsChiral Catalyst DesignEnantioselective CatalysisEnantioselective Catalyst DesignEnantioselective SynthesisStereochemical Mechanisms
The design of a new class of triazolium ion precatalysts incorporating protic substituents is described. These materials promote the enantioselective benzoin condensation of a range of aromatic aldehydes (1-62% ee). Catalyst evaluation studies strongly support the involvement of hydrogen bond donation by the catalyst in the stereocentre-forming step of the catalytic cycle.
30