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Bis(imidazolidine)pyridine-NiCl2 Catalyst for Nitro-Mannich Reaction of Isatin-Derived N‑Boc Ketimines: Asymmetric Synthesis of Chiral 3‑Substituted 3‑Amino-2-oxindoles

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journal contribution
posted on 16.05.2014, 00:00 by Takayoshi Arai, Eri Matsumura, Hyuma Masu
An (S,S)-diphenyldiamine-derived bis­(imidazolidine)­pyridine (PyBidine)-NiCl2 complex catalyzed the nitro-Mannich reaction of isatin-derived N-Boc ketimines to construct a chiral quaternary aminocarbon center at the C3 position of oxindoles in yields of up to 99% with 95% ee.