イワクラ イズミ   Iwakura Izumi
  岩倉 いずみ
   所属   神奈川大学  化学生命学部 応用化学科
    神奈川大学大学院  工学研究科 工学専攻(応用化学領域)
   職種   教授
言語種別 英語
発行・発表の年月 2011/07
形態種別 学術雑誌
査読 査読あり
標題 Silver-Catalyzed Carbon Dioxide Incorporation and Rearrangement Reaction on Propargylic Derivatives.
執筆形態 共著
掲載誌名 Bulletin of the Chemical Society of Japan
掲載区分国外
出版社・発行元 The Chemical Society of Japan
巻・号・頁 84(7),pp.698-717
著者・共著者 Satoshi Kikuchi, Shunsuke Yoshida, Yuudai Sugawara, Wataru Yamada, Hau-Man Cheng, Kosuke Fukui, Kohei Sekine, Izumi Iwakura, Taketo Ikeno, Tohru Yamada
概要 A silver/DBU catalyst system was developed for the effective synthesis of cyclic carbonate and oxazolidinone from the reaction of CO2 with propargylic alcohols and propargylic amines, respectively, in high yields under mild conditions. It was found that the [3,3]-sigmatropic Meyer-Schuster-type rearrangement of the propargylic alcohol was mediated by CO2 in DMF to afford the corresponding α,β-unsaturated carbonyl compounds in high yields. The silver salt combined with the chiral Schiff base ligand could be applied to enantioselective chemical CO2 incorporation into various bispropargylic alcohols to produce the corresponding cyclic carbonate in high yields with high enantioselectivity. The absolute configuration was determined by VCD spectroscopy as well as by X-ray analysis. These products were found to be active for the aminolysis reaction to afford the corresponding carbamate derivatives in high yields without any loss of optical purity. BCSJ Award Article
DOI https://doi.org/10.1246/bcsj.20110078
researchmap用URL https://www.journal.csj.jp/doi/abs/10.1246/bcsj.20110078