l'he design of suitable homochiral ligands around a metal ccntrc is an impot%iM task in asymmetric catalytic reactions.23 Advantage in modification Of ligatld Shuctute around a metal centre is manifold. One of the important advantages is that it gives mechanistic insight about the reaction. Asymmeti~ ~y~lopropanation of olefins catalyzed by chiral Cu-complexes has been studied in the pastp During the last few years, a variety of homochiral ligands have been developed amnnd a Cu center. !Jemiaxin type ligands have been developed by pfaltr; and cewarkcd5 and remarkable success has been achieved in enantioseleclive cyclopmpanation of some olefins. Later on. further modifications in the ligand structure were made by Masamunee and Evans7 independently, where they have introduced bis(oxazoline) type ligands. As a consequence of our interest in asymmettic synthesis area*, we introduce hem bis(oxaxolinyl)pyridine (pybox) type ligands around a Cu metal forenaniioselectivecyclopmRanationmaction. Chital Rhodium bis(oxaxoliiyl)pyridine complexes have been extensively used by Nishiyama and cowcrkas in asymmetric hydrosllylatione and &hydmgenative silylationlu of ketones. Recently, the same type of ligand has been used in chiral recognition of l,l'-bi-Znaphthol. I1 Molecular model of pybox type ligands around Cu metal looks comparable with Evans's ligand and, to the best of our knowledge, this has not been used for asymmettic cyclopropanation reaction. *2 In this paper we describe our efforts towards synthesis, applicationl3, and some mechanistic study witb these homochii bis(oxazolinyl)pyridine -Cu type complexes. The ligands 4 were synthesized in two steps viz. by coupling of 2,6dipiconyl chloride 114 and aminoalcohols 2&, followed by intramolecular condensation using methanesulfonic acid under azeottopic removal ofwater(Seheme 9. Itsreaction with stoichiiaic amount of Cu(OTfl2 in CH3Cl2 or CHC13 led to thefarmationofbhte-greencdourcomplex. ThoughtheaeCtt(II)complexeswerenotisolated,andgeneratedin tThispapais&dicated~yto Dr.SukhDevontheoccAon of his 70th birthday.