Asymmetric Addition of Butyllithium to N-Metallo Imines of Benzaldehyde

Article abstract of DOI:10.1016/0957-4166(95)00184-Q

N-Metallo imines derived from benzaldehyde such as N-aluminium imine, N-boryl imine and N-silyl imine were asymmetrically alkylated with butyllithium in the presence of chiral ligands including (-)-sparteine and proline-derived amino alcohols to give optically active 1-phenylpentyl-1-amine in up to 74percent anantiomeric excess.Polymer-supported chiral ligands were also used for the asymmetric addition.