New Ferrocenyloxazoline for the Preparation of Ferrocenes with Planar Chirality

New ferrocenyloxazolines with two stereogenic centers were prepared with excellent yields starting from the (1S,2S)-(+)-2-amino-3-phenyl-1,3-propanediol. They can then be used for the preparation of ferrocenes with planar chirality with very high diastereoselectivities (>99:1%) by a lithiation/electrophile-trapping sequence. The syntheses of chiral (phosphinoferrocenyl)oxazoline and (phenylthioferrocenyl)oxazoline and their use as ligands in conjunction with bis[(π-allyl)palladium chloride] in the enantioselective allylic alkylation of rac-1,3-diphenylprop-2-enyl acetate was investigated.