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	2020/08
形態種別	学術雑誌
査読	査読あり
標題	Attrition-Enhanced Deracemization and Absolute Asymmetric Synthesis of Flavanones from Prochiral Precursors
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	20(9),pp.5676-5681
総ページ数	6
著者・共著者	Waku Shimizu, Naohiro Uemura, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, and Masami Sakamoto*
概要	Seven racemic 5,7-dimethoxyflavanones afforded conglomerate crystals upon recrystallization from a solvent. Three methodologies were investigated to achieve asymmetric transformation based on dynamic crystallization of the chiral conglomerate system. The second method involved cyclization of the intermediate aldol product to give optically active flavanone with 90% ee involving a reversible oxa-Michael addition reaction with attrition-enhanced deracemization. The third was a reaction starting from prochiral 2-hydroxy-4,6-dimethoxyacetophenone and 2-naphthaldehyde under basic conditions, which gave the corresponding flavanone in 89% ee.
ISSN	1528-7505