Organocatalytic enantioselective construction of bicyclic γ-butrolactones |
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| Institution: | 1. School of Pharmacy and Pharmaceutical Science & Institute of Materia Medica, Shandong First Medical University & Shandong Academy of Medical Sciences, NHC Key Laboratory of biotechnology drug (Shandong Academy of Medical Sciences), Key Lab for Rare & Uncommon Diseases of Shandong Province, Ji''nan 250117, China;2. School of Chemistry and Chemical Engineering, Shandong University, Ji''nan 250100, China;1. School of Safety and Environmental Engineering, Shandong University of Science and Technology, Qingdao 266590, China;2. Faculty of Light Industry, Qilu University of Technology (Shandong Academy of Sciences), Ji’nan 250353, China;3. Shandong Key Laboratory of Water Pollution Control and Resource Reuse, School of Environmental Science and Engineering, Shandong University, Qingdao 266237, China;4. Environment Research Institute, Shandong University, Qingdao 266237, China;1. State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy, College of Life Sciences and KLMDASR of Tianjin, Nankai University, Tianjin 300353, China;2. School of Chemistry, Tiangong University, Tianjin 300387, China;1. Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China;2. Maanshan High-Tech Research Institute of Nanjing University, Maanshan 238200, China;3. The Cancer Hospital of the University of Chinese Academy of Sciences (Zhejiang Cancer Hospital), Institute of Basic Medicine and Cancer (IBMC), Chinese Academy of Sciences, Hangzhou 310022, China;1. Key Laboratory of Chinese Internal Medicine of Ministry of Education and Beijing, Dongzhimen Hospital, Beijing University of Chinese Medicine, Beijing 100700, China;2. State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China;1. Key Laboratory of Energy Thermal Conversion and Control of Ministry of Education, School of Energy and Environment, Southeast University, Nanjing 210096, China;2. Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Key Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241002, China;3. Department of Chemistry, State Key Laboratory of Molecular Engineering of Polymers, Fudan University, Shanghai 200433, China |
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| Abstract: | An enantioselective organo-catalyzed reaction of furanones with α,β-unsaturated ketones has been established herein, which provides an efficient access to chiral bicyclic γ-butyrolactones in good yields, enantioselectivities and diastereoselectivities. Further transformations of product are demonstrated. A diamine mediated catalytic cycle is proposed. |
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