Polymeric alkoxyalkylaluminum compounds by novel reductive cleavage of saturated cyclic ethers. A new organometallic reagent in organic synthesis.
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概要
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Insertion of aluminum to the C–O–C bond of saturated cyclic ethers by the HgCl<SUB>2</SUB>–ZnCl<SUB>2</SUB>–MeI catalyst system led to the reductive cleavage of 5, 6, and 7 membered ring ethers to give polymeric alkoxyalkylaluminum compounds. The relative rate of the reaction was increased in the order of tetrahydrofuran, 3-methyltetrahydrofuran, 2-methyltetrahydrofuran, 2,5-dimethyltetrahydrofuran, tetrahydropyran, oxepane, 7-oxabicyclo[2.2.1]-heptane, and 2-methyltetrahydropyran. The cleaved cyclic ethers are bonded with aluminum atoms bifunctionally and the resulting polymeric aluminum compound gave dideuterio alcohols upon deuterolysis. Addition reaction of allyl halides and reduction of chloral with the aluminum compound provided a novel route for the preparation of unsaturated alcohols.
- 公益社団法人 日本化学会の論文
著者
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Yasuda Hajime
Department Of Applied Chemistry Faculty Of Engineering Hiroshima University
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Sumitani Mitsuhiro
Department of Polymer Science, Faculty of Science, Osaka University
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Yasuda Hajime
Department of Polymer Science, Faculty of Science, Osaka University
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Kanemitsuya Kazuhiko
Department of Polymer Science, Faculty of Science, Osaka University
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Tani Hisaya
Department of Polymer Science, Faculty of Science, Osaka University
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