Simple Chiral Diaminobinaphthyl Dilithium Salts for Intramolecular Catalytic Asymmetric Hydroamination of Amino-1,3-dienes

Simple and easily accessible chiral lithium amide salts are reported as efficient (pre) catalysts for the diastereo- [up to (E:Z)=92:8] and enantio-selective [up to 72% ee (E)] hydroamination/cyclisation of conjugated primary aminodienes. These chiral lithium salts are straightforwardly prepared by in situ combination of an N-substituted (R)-(+)-1,1'- binaphthyl-2,2'-diamine ligand and a commercial methyllithium solution. Information on the solid-state structure of these salts was obtained by X-ray analysis of a single crystal.