The reaction of [(p-cymene)RuCl2](2) and 2,6-bis(oxazolin-2-yl)pyridines (PYbox) in the presence of alpha,beta-unsaturated carbonyl compounds as prochiral olefins gave eta(2)-olefin complexes as single conformations. From its NMR spectra and X-ray diffraction, these chiral (Pybox)RuCl2 fragments not only discriminated the one enantioface (si-face) of the alkenes but also fixed the conformation of carbonyl moiettes s-trans.