Enantioselective Copper-Catalyzed 1,4-Addition of Organozinc Reagents to Enones Using Chiral Oxazoline-Phosphite Ligands

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Abstract
P,N-ligands with a binaphthyl phosphite group and an oxazoline ring as chiral coordinating units are efficient ligands for the enantioselective copper-catalyzed 1,4-addition of organozinc reagents to enones. The best ee's are obtained with cyclohexenone (87-96%). The enantioselectivities in reactions of cyclopentenone (72% ee) and cycloheptenone (77-80% ee) are moderate but significantly higher than with other catalysts.