Journal of the American Chemical Society · 2016 · 121 citations · 50 references
Natural SciencesChemistryBiocatalysisCatalysisOrganic ChemistryCarboxylic AcidsCarboxylic DerivativesCatalyst DesignCross-coupling ReactionsActivation Of Carboxylic AcidsCopper CatalysisCopper-catalyzed CouplingEnantioselective CatalysisEnantioselective SynthesisFunctional Group ToleranceKetonesStereoselectivity
A new method for the enantioselective reductive coupling of aryl alkenes with activated carboxylic acid derivatives via copper hydride catalysis is described. Dual catalytic cycles are proposed, with a relatively fast enantioselective hydroacylation cycle followed by a slower diastereoselective ketone reduction cycle. Symmetrical aryl carboxyclic anhydrides provide access to enantioenriched α-substituted ketones or alcohols with excellent stereoselectivity and functional group tolerance.
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Catalytic asymmetric hydroamination of unactivated internal olefins to aliphatic amines
Yang Yang, Shi‐Liang Shi, Dawen Niu et al. · Science · 2015 · 390 citations