Enantioselective Intramolecular Hydroamination Catalyzed by Lanthanide Ate Complexes Coordinated by <i>N</i>-Substituted (<i>R</i>)-1,1‘-Binaphthyl-2,2‘-diamido Ligands

Abstract

Ytterbium and lutetium ionic complexes derived from enantiopure substituted (R)-binaphthylamine ligands, of the general formula [Li(THF)n][Ln[(R)-C20H12(NR)2]2], have been investigated for the hydroamination/cyclization of several aminopentenes and an aminohexene. Complexes with isopropyl or cyclohexyl substituents on nitrogen atoms were found to be efficient catalysts under mild conditions for the formation of N-containing heterocycles with enantiomeric excesses up to 78%.