Direct Catalytic Asymmetric Mannich-Type Reaction of Benzyl Isocyanide: Stereoselective Synthesis of 1,2-Diarylethylenediamines

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An α-CF3 amide underwent direct asymmetric Mannich-type reaction to isatin imines in the presence of a chiral catalyst comprising a soft Lewis acid Cu(I), a chiral bisphosphine ligand, and Barton’s base. The Mannich adduct was converted in one step into a unique tricycle bearing a trifluoromethylated chiral center and an α-tertiary amine moiety.


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