Palladium-catalyzed asymmetric allylic alkylation using (R)-2-(methoxymethyl)pyrrolidine-derived aminophosphine ligands |
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| Institution: | 1. PTC Therapeutics, Inc., 100 Corporate Court, South Plainfield, NJ 07080, USA;2. Merck Research Laboratories, 2015 Galloping Hill Road, Kenilworth, NJ 07033, USA;1. University of Novi Sad, Faculty of Sciences, Department of Physics, Trg Dositeja Obradovića 4, 21000, Novi Sad, Serbia;2. University of Novi Sad, Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, Trg Dositeja Obradovića 3, 21000, Novi Sad, Serbia;3. Educons University, Faculty of Sport and Tourism - TIMS, Radnička 30a, 21000, Novi Sad, Serbia;4. University of East Sarajevo, Faculty of Technology, Karakaj bb, 75400, Zvornik, Republic of Srpska, Bosnia and Herzegovina;1. State Key Laboratory of Natural Medicines and Jiang Su Key Laboratory of Drug Design and Optimization, China Pharmaceutical University, Nanjing 210009, China;2. Department of Medicinal Chemistry, School of Pharmacy, China Pharmaceutical University, Nanjing 210009, China;3. Department of Organic Chemistry, School of Science, China Pharmaceutical University, Nanjing 210009, China;1. State Key Laboratory Base of Novel Functional Materials and Preparation Science, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo 315211, China;2. Institution of Functional Organic Molecules and Materials, School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252059, China;3. Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, Changsha University of Science and Technology, Changsha 410114, China;1. Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada;2. Encycle Therapeutics Inc., 101 College Street, Suite 332, Toronto, Ontario M5G 1L7, Canada;3. Department of Chemistry, University of California—Davis, Davis, CA 95616, United States |
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| Abstract: | Palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate 7a using a dimethyl malonate–BSA–LiOAc system has been successfully carried out in the presence of new chiral aminophosphine ligands such as 4 in good yields with good enantioselectivities (up to 96% e.e.). |
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