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