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      Oxidative γ-addition of enals to trifluoromethyl ketones: enantioselectivity control via Lewis acid/N-heterocyclic carbene cooperative catalysis.

      Journal of the American Chemical Society
      Alkenes, chemistry, Catalysis, Heterocyclic Compounds, Ketones, Lewis Acids, Methane, analogs & derivatives, Oxidation-Reduction, Stereoisomerism, Substrate Specificity

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          Abstract

          An oxidative γ-functionalization of enals under N-heterocyclic carbene (NHC) catalysis to give unsaturated δ-lactones is disclosed. Enantioselectivity control involving the relatively remote enal γ-carbon was achieved via Lewis acid [Sc(OTf)(3) or combined Sc(OTf)(3)/Mg(OTf)(2)] and NHC cooperative catalysis.

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