Enantioselective conjugate addition of diethylzinc to cyclic enones catalyzed by copper complexes of methylene-bridged P-chirogenic diphosphines |
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Authors: | Taira Shin'ichi Crépy Karen V L Imamoto Tsuneo |
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Affiliation: | Department of Chemistry, Faculty of Science, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan. |
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Abstract: | The copper-catalyzed enantioselective conjugate addition of diethylzinc to 2-cyclohexen-1-one was investigated using (R,R)-bis-(t-butylmethylphosphino)methane (1c) as a chiral ligand. The reaction was carried out at 0 degrees C in THF-toluene as the solvent system and in the presence of 1.2 mol% of CuOTf afforded (S)-3-ethylcyclohexan-1-one with 85% ee. |
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Keywords: | copper catalyst asymmetric Michael addition chiral diphosphine ligand cyclic enones diethylzinc |
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