Regiodivergent Kinetic Resolution of Terminal and Internal rac‐Aziridines with Malonates under Dinuclear Schiff Base Catalysis.
2015
Regiodivergent parallel kinetic resolution of aziridines with malonates was achieved under dinuclear Schiff base catalysis. The regiodivergent reaction proceeded under catalyst-control irrespective of the substituents on the aziridines, and 2.5–10 mol % of a Y(OTf)3/La(OiPr)3/a dinucleating Schiff base = 1:1:1 mixture gave versatile γ-amino acid derivatives in 96 → >99.5% ee. Not only terminal but also internal racemic aziridines reacted smoothly under suitably combined Lewis acid/Bronsted base catalysis.
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