Switching Enantioface Selection in the Asymmetric Nitro-Mannich Reaction Using Single Chiral Bis(imidazolidine)pyridine–Metal Catalysts
SynlettPublished 3 June 2014
Takayoshi Arai, Eri Matsumura
Citations16
SJR quartileQ3
SJR score0.44
SNIP0.38
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Abstract
Switching enantioface selection of imines in the metal-catalyzed nitro-Mannich reaction was accomplished with the same enantiomer of diamine-derived bis(imidazolidine)pyridine (PyBidine) ligand. The (S,S)-PyBidine–CoCl2 complex catalyzed the nitro-Mannich reaction of N-Ts imines to give S-enriched adducts, while the Ni(OAc)2 complex using the same ligand catalyzed the nitro-Mannich reaction of N-Boc imines in an R-stereoselective manner.
Keywords
Chemistry