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 2021/09/29
形態種別 学術雑誌
査読 査読あり
標題 Asymmetric Synthesis of Indoline from Achiral Phthalimide Involving Crystallization-Induced Deracemization
執筆形態 共著
掲載誌名 Chemistry A European Journal
掲載区分国外
出版社・発行元 Wiley-VCH GmbH
巻・号・頁 27(66),pp.16338-16341
総ページ数 4
著者・共著者 Takumi Nakamura, Kazuma Ban, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, and Masami Sakamoto
概要 Asymmetric synthesis was performed by combining a photochemical reaction of an achiral substrate followed by crystallization-induced deracemization. A fused indoline produced by the photochemical intramolecular δ-hydrogen abstraction and cyclization reaction of N-(5-chloro-2-methylphenyl)phthalimide crystallized as a racemic conglomerate, and crystallization-induced deracemization by Viedma ripening was performed with an excellent enantioselectivity of 99 % ee. This is the first example of asymmetric expression and amplification by a photochemical hydrogen abstraction reaction and crystallization-induced deracemization.
ISSN 1521-3765