Abstract
The enantioselective conjugate addition of dialkylzinc (R 2Zn) to cyclic enones was examined using chiral binaphthyldiamine–copper(I) catalysts. Under the present reaction conditions, chiral C 2-symmetric [RZn(II)] 2-diamine–Cu(I) complexes were formed from chiral binaphthyldiamine, R 2Zn, and copper(I or II) chloride in situ. The reaction of 2-cyclohexenone with Et 2Zn proceeded smoothly in the presence of the corresponding chiral copper(I) complex (5 mol %) and achiral 2,6-diphenylaniline (10 mol %), and the desired Et-adduct was obtained with up to 76% ee in 95% yield.
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