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Synthesis of 1,4-diketones by the coupling reaction of trimethylsilyl enol ethers with lead tetraacetate
Institution:1. Graduate School of Science, The University of Tokyo, Bunkyo-Ku Hongo 7-3-1, Tokyo 113-0033, Japan;2. Graduate School of Arts and Sciences, The University of Tokyo, Meguro-Ku Komaba 3-8-1, Tokyo 153-8902, Japan;1. Department of Medicinal Chemistry, Science for Life Laboratory, BMC, Uppsala University, Box 574, SE-751 23 Uppsala, Sweden;2. The Beijer Laboratory, Department of Medicinal Chemistry, Uppsala University, BMC, Box 591, 751 24 Uppsala, Sweden;3. Department of Cell and Molecular Biology, BMC, Box 596, Uppsala University, SE-751 24 Uppsala, Sweden;4. The Beijer Laboratory, Department of Pharmaceutical Biosciences, Uppsala University, BMC, Box 591, 751 24 Uppsala, Sweden;5. Department of Pharmacology and Biomedicine Discovery Institute, Monash University, Clayton 3800, VIC, Australia;6. Department of Medicinal Chemistry, Uppsala University, BMC, Box 574, 751 23 Uppsala, Sweden;7. Department of Pharmacy, Uppsala University, Uppsala, Sweden;8. Uppsala University Drug Optimization and Pharmaceutical Profiling Platform (UDOPP), Science for Life Laboratory, Uppsala, Sweden;9. Department of Pharmacodynamics, Centre for Preclinical Research and Technology, Medical University of Warsaw, Banacha 1B Str., 02-097 Warsaw, Poland;1. Department of Chemistry, Vanderbilt University, Nashville, TN 37232-6600, USA;2. Department of Pharmacology, Vanderbilt Center for Neuroscience Drug Discovery, Vanderbilt University, Nashville, TN 37232-6600, USA
Abstract:Synthesis of 1,4-diketones in good yields was achieved by the coupling reaction of the trimethylsilyl enol ethers of acetophenone, thiophene or furan with lead tetraacetate in dry dichloromethane and tetrahydrofuran at −78°C.
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