Enantioselective allylic substitution catalyzed by Pd0–ferrocenylphosphine complexes in [bmim][PF6] ionic liquid

Abstract

Enantioselective allylic substitution reactions of (rac)-(E)-1,3-diphenyl-3-acetoxyprop-1-ene with dimethyl malonate (DMM) are studied in 1-butyl-3-methylimidazolinium hexafluorophosphate ([bmim][PF₆]) as an ionic solvent; the reactions are catalyzed by Pd⁰ complexes of two homochiral ferrocenylphosphine ligands, (S,R)-BPPFA and (R,S)-BPPFDEA with the recycling of the catalytic system being tested. A similar reaction with 1-phenyl-3-acetoxyprop-1-ene is also studied with only a linear achiral product being isolated.