Enantioselective hydroamination/cyclization catalyzed by organolanthanide amides derived from a new chiral ligand, (S)-2-(pyrrol-2-ylmethyleneamino)- 2′-(dimethylamino)-1,1′-binaphthyl

Article abstract of DOI:10.1021/om701058k

A new series of bis-ligated organolanthanide amides, (1) ₂-LnN(SiMe₃)₂ · C₇H ₈ (Ln = Sm (2), Y (3), Yb (4)), have been prepared by the reaction of Ln[N(SiMe₃)₂]₃ with the ligand (S)-2-(pyrrol-2-ylmemyleneamino)-2′-(dimethylamino)-1,1′-binaphthyl (1H) in good yields. They are active catalysts for the asymmetric hydroamination/cyclization reaction of aminoalkenes, affording cyclic amines in moderate to good conversions with moderate to good ee values.