Angewandte Chemie International Edition · 2010 · 265 citations · 50 references
Natural SciencesBiochemistryChemistryBiocatalysisCatalysisOrganometallic ChemistryCatalyst DesignChemical ReactionsCoordination ChemistryLigand BindingMetal-ligand BondingMolecular SymmetryCatalyst Structure - Activity RelationshipsEnantioselective CatalysisLigand ChemistryLigand DesignLigand Effects On ReactivityMonodentate Ligand BindingPhosphoramidite ChemistryTransition-metal-catalyzed Functionalization
The tail makes the difference: Removing the isopropylidene acetal unit from well-known TADDOL ligands improved the performance of the derived phosphoramidite ligands in asymmetric gold catalysis (see scheme; Ts=4-toluenesulfonyl). X-ray crystallography showed that the binding pocket has an effective threefold symmetry, with through-space interactions between the arene rings of the ligand and the gold center.
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A Powerful Chiral Counterion Strategy for Asymmetric Transition Metal Catalysis
Gregory L. Hamilton, Eun Joo Kang, Miriam Mba et al. · Science · 2007 · 902 citations