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Dual-reagent organophosphine catalyzed asymmetric Mannich reactions of isocyanoacetates with N -Boc-aldimines

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Abstract A combination of an amino-acid derived chiral phosphine catalyst and methyl acrylate has been employed to catalyze the direct Mannich reaction of α-aryl isocyanoacetate and N-Boc-aldimines efficiently. The loading… Click to show full abstract

Abstract A combination of an amino-acid derived chiral phosphine catalyst and methyl acrylate has been employed to catalyze the direct Mannich reaction of α-aryl isocyanoacetate and N-Boc-aldimines efficiently. The loading of the catalyst could be as low as 0.5 mol% without compromise on the yield and enantioselectivity and the corresponding chiral adducts were obtained in excellent yields (up to 98%) and good enantioselectivities (up to 95%).

Keywords: catalyzed asymmetric; boc aldimines; reagent organophosphine; dual reagent; organophosphine catalyzed; asymmetric mannich

Journal Title: Tetrahedron
Year Published: 2017

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