Influence of the configuration stability of the asymmetric nitrogen in a N,P ligand during a palladium catalyzed asymmetric allylic substitution.

摘要

A novel series of chiral P,N-ligand was obtained by desymmetrization of the achiral meso N,N'-dimethyl-1,2-diphenylethane-1,2-diamine backbone and resolution of the resulting adduct. This transformation was achieved by the selective introduction of a diphenylphosphine moiety on one of the two nitrogen centers. Variation was done on the other nitrogen atom, by introducing different substituents such as methyl, benzyl and isopropyl. These ligands were studied in the asymmetric allylic alkylation of 1,3 diphenylpropenyl acetate, and compared to their analogues obtained from the d or 1 N,N'-dimethyl-1,2-diphenylethane-1,2-diamine.