カサシマ ヨシオ   YOSHIO KASASHIMA
  笠嶋 義夫
   所属   千葉工業大学  創造工学部 教育センター(創造工学部)
   職種   教授
言語種別 英語
発行・発表の年月 2025/05/23
形態種別 学術雑誌
査読 査読あり
標題 Pd-Catalyzed asymmetric allylic amination with isatin using a P,olefin-type chiral ligand with C–N bond axial chirality
執筆形態 共著
掲載誌名 The Beilstein Journal of Organic Chemistry
掲載区分国外
出版社・発行元 Beilstein-Institut
巻・号・頁 21,pp.1018-1023
総ページ数 6
著者・共著者 Natsume Akimoto, Kaho Takaya, Yoshio Kasashima, Kohei Watanabe, Yasushi Yoshida and Takashi Mino
概要 In this study, we implemented the P,olefin-type chiral ligand (aR)-(−)-6, which contains a cyclohexyl group and a cinnamoyl group on the nitrogen atom, in the Pd-catalyzed asymmetric allylic amination of allylic esters with isatin derivatives 11 as nucleophiles. The reaction proceeds efficiently, yielding the products (S)-13 with good-to-high enantioselectivity. A scale-up reaction was also successfully conducted at a 1 mmol scale. Additionally, when malononitrile was added to the resulting product (S)-13a in the presence of FeCl3 as the catalyst, the corresponding malononitrile derivative (S)-16 was obtained without any loss in optical purity.
DOI 10.3762/bjoc.21.83