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	2021/03/24
形態種別	学術雑誌
査読	査読あり
標題	Asymmetric Anisoin Synthesis Involving Benzoin Condensation Followed by Deracemization
執筆形態	共著
掲載誌名	Crystal Growth & Design
掲載区分	国外
出版社・発行元	American Chemical Society
巻・号・頁	21(4),pp.2423-2428
総ページ数	6
著者・共著者	Aoi Washio, Momoka Hosaka, Naohiro Uemura, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, and Masami Sakamoto*
概要	The highly enantioselective synthesis of p-anisoin was achieved via the benzoin condensation of a prochiral p-anisaldehyde using achiral NHC catalysts such as vitamin B1. In this reaction, p-anisoin crystallized as a conglomerate, and the deracemization of racemic p-anisoin under basic conditions was efficiently performed by Viedma ripening. Although the handedness of the enantioselective crystallization could not be controlled by spontaneous crystallization, it could be controlled by the coexistence of a catalytic amount of optically active valine. It was clarified that this is due to the asymmetric transformation of p-anisoin with enantiomeric valine in the mother liquor.
DOI	10.1021/acs.cgd.1c00036
ISSN	1528-7505