Organic Letters · 2012 · 111 citations · 25 references
Natural SciencesChemistryCatalysisInorganic ChemistryOrganic ChemistryCatalyst DesignCatalyst PreparationCatalyst SynthesisCross-coupling ReactionsHeterocyclic ChemistryPalladium CatalystsPalladium-catalyzed Cross-couplingPhosphide SynthesisRoom-temperature Synthesis
We show that a broad range of aryl iodides are efficiently coupled with secondary phosphine oxides using 1 mol % of a catalyst formed in situ from tris(dibenzylideneacetone)dipalladium and Xantphos (1). Scalemic (S)-methylphenylphosphine oxide [(S)-2e] is shown to undergo arylation without detectable stereoerosion. The application of this method to the synthesis of novel P-chiral phosphines and PCP ligands is demonstrated.
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The uses of pincer complexes in organic synthesis
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