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.