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- W2949871192 abstract "An investigation of the cohalogenation-dehydrohalogenation sequence as a method for the preparation of allyl vinyl ethers from simple olefins has been performed. Alkenes 1a-k react with bromine or chlorine in the presence of ethylene oxide at - 80°C to form β,β′-dihalo ethers 2a-k regio- and stereoselectively in high yields. Two of these β,β′-dihalo ether intermediates were selectively monodehydrohalogenated by potassium tert-butoxide to give 2-haloalkyl vinyl ethers in almost quantitative yields. Use of an excess of base produces allyl vinyl ethers 3a-k in good yields. Thermal rearrangement of the latter converts them into the corresponding γ,δ- unsaturated aldehydes 4a-j." @default.
- W2949871192 created "2019-06-27" @default.
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- W2949871192 date "1993-01-01" @default.
- W2949871192 modified "2023-10-17" @default.
- W2949871192 title "Cohalogenation of Alkenes in Ethylene Oxide: Efficient Methodology for the Preparation of Allyl Vinyl Ether Precursors of γ,δ-Unsaturated Aldehydes" @default.
- W2949871192 doi "https://doi.org/10.1055/s-1993-25872" @default.
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