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Enantioselective conjugate addition of diethylzinc to cyclic enones catalyzed by chiral copper complexes containing a new phosphorus ligand with an H8-binaphthoxy moiety
Institution:1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, Gansu, China;2. University of Chinese Academy of Sciences, Beijing 100049, China;1. British Geological Survey, Keyworth, Nottingham NG12 5GG, UK;2. Radioactive Waste Management Limited, Curie Avenue, Harwell, Didcot OX11 ORA, UK;1. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 620990 Ekaterinburg, Russian Federation;2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation;1. Department of Advanced Materials Engineering for Information and Electronics, Kyung Hee University, Yongin, Gyeonggi-do 446-701, Republic of Korea;2. Department of Chemical and Biological Engineering, Institute of Chemical Processes, Seoul National University, Shilim-9-Dong, Gwanak-Gu, Seoul 151-744, Republic of Korea;3. Interface Material and Chemical Engineering Research Center, Korea Research Institute of Chemical Technology, Daejeon 305-343, Republic of Korea;1. Graduate School of Science and Technology, Meiji Univ., 1-1-1 Higashimita, Tama-ku, Kawasaki-shi, Kanagawa-ken, Japan;2. Center for Cultural Resource Studies, Institute of Human and Social Sciences, Kanazawa univ., Kakuma-machi, Kanazawa-shi, Ishikawa-ken, Japan;3. School of Science and Technology, Meiji univ., 1-1-1 Higashimita, Tama-ku, Kawasaki-shi, Kanagawa-ken, Japan
Abstract:A new chiral phosphorus amidite ligand with an H8-binaphthoxy moiety was synthesized and applied to the copper-catalyzed asymmetric conjugate addition of diethylzinc to cyclic enones with high enantioselectivity. The results gave support to the generality of the advantage of the sterically more demanding H8-binaphthyl backbone in biaryl chiral ligands.
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