スギウラ マサハル   Sugiura Masaharu
  杉浦 正晴
   所属   崇城大学  薬学部 薬学科
   崇城大学大学院  薬学研究科 薬学専攻
   職種   教授
言語種別 英語
発行・発表の年月 1993/12
形態種別 原著論文
査読 査読有り
標題 A novel and stereodefined synthesis of (E)-β- ethoxycarbonylvinylsilanes: Regio- and stereo-controlled hydroethoxycarbonylation of silylacetylenes by palladium(II) catalysis
執筆形態 共著
掲載誌名 Journal of the Chemical Society, Perkin Transactions 1
掲載区分国外
巻・号・頁 pp.1031-1037
著者・共著者 Ryo Takeuchi, Masaharu Sugiura
概要 [PdCl2(dppf)]-SnCl2·2H2O catalysed hydroethoxycarbonylation of silylacetylenes 1 provided a novel and convenient synthesis of (E)-β-ethoxycarbonylvinylsilanes 2. The reactions, carried out under mild conditions (90°C, 20 kg cm-2) gave the products 2 in excellent yields. This procedure tolerated the presence of chloro or ethoxycarbonyl substituents separated from the carbon-carbon triple bond in silylacetylene 1. α-Trimethylsilylmethylene-γ-butyrolactones 11, with an alkoxycarbonyl substituted vinylsilane moiety, were obtained in excellent yields by the reaction of tetrahydropyranyl ethers of 4-trimethylsilylbut-3-yn-1-ols 10. A reasonable mechanism for the regio-and stereo-controlled hydroethoxycarbonylation is described.
ISSN 14727781
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