Fluoride ion mediated conjugate addition reactions of 1-acyloxy-2-propenyltrimethylsilane. Synthesis of 3-(1-acyloxy-2-propenyl)alkanones. |
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| Affiliation: | 1. Université de Corse - CNRS, UMR 6134 SPE, Equipe Chimie et Biomasse, Route des Sanguinaires, 20000, Ajaccio, France;2. Neuchâtel Platform of Analytical Chemistry, University of Neuchâtel, Avenue de Bellevaux 51, 2000, Neuchâtel, Switzerland;1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan;2. Department of Theoretical and Computational Molecular Science, Institute for Molecular Science, 38 Nishigo-Naka, Myodaiji, Okazaki 444-8585, Japan;3. Elements Strategy Initiative for Catalysts and Batteries (ESICB), Kyoto University, Kyoto Daigaku-Katsura, Kyoto 615-8510, Japan |
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| Abstract: | The reaction of 1-acyloxy-2-propenyltrimethylsilane (1) with α, β-unsaturated ketones in the presence of tetra-n-butylammonium fluoride has been investigated. In all cases the reaction was regiospecific resulting in the conjugate addition of a 1-acyloxy-2-propenyl function. |
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