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Asymmetric π-allylic etherification of cycloalkenyl esters with phenols in water using a resin-supported chiral palladium complex
Affiliation:1. Faculty of Food Technology and Biotechnology, University of Zagreb, Pierottijeva 6, 10000 Zagreb, Croatia;2. Department of Chemistry, Faculty of Science, Horvatovac 102a, 10000 Zagreb, Croatia;3. Ruđer Bošković Institute, NMR center, Bijenička 54, 10000 Zagreb, Croatia;1. Department of Biochemical Engineering, Nanjing University of Science & Technology, Chemical Engineering Building B308, 200 Xiaolingwei, Nanjing, 210094, PR China;2. Department of Pharmacy, Nanjing University of Chinese Medicine, 138 Xianlin Dadao, Nanjing, 210023, PR China;3. School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing, 210094, PR China;1. Department of Medicinal Chemistry, Sichuan Medical University, Luzhou 646000, PR China;2. Key Laboratory of Medicinal Electrophysiology of Ministry of Education, Sichuan Medical University, Luzhou 646000, PR China;1. Department of Chemistry, Duke University, Durham, NC 27708, United States;2. College of Pharmacy, Ajou University, Suwon 443-749, South Korea;1. Department of Post Graduate Studies in Chemistry, Central College Campus, Palace Road, Bangalore University, Bangalore 560001, Karnataka, India;2. Raman Research Institute, Sadashivanagar, Bangalore 560080, Karnataka, India
Abstract:Catalytic asymmetric etherification of cycloalkenyl esters with phenolic nucleophiles was achieved in water as the sole reaction medium under heterogeneous conditions by using 2 mol % palladium of a PS-PEG resin-supported palladium–imidazoindolephosphine complex to give optically active aryl(cycloalkenyl) ethers with up to 94% ee.
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