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	2014/10
形態種別	学術雑誌
査読	査読あり
標題	Deracemization of Quinolonecarboxamides by Dynamic Crystalline Salt Formation and Asymmetric Photoreaction by Using the Frozen Chirality
執筆形態	共著
掲載誌名	European Journal of Organic Chemistry
出版社・発行元	John Wiley & Sons, Inc.
巻・号・頁	2014(29),pp.6366-6370
著者・共著者	Fumitoshi Yagishita, Naoya Takagishi, Hiroki Ishikawa, Yoshio Kasashima, Takashi Mino, Masami Sakamoto
概要	An asymmetric photoreaction by using chirality provided by dynamic chiral salt formation was demonstrated. Crystallization of racemic 2-quinolone-3-carboxamide and 2-quinolone- 4-carboxamide with enantiopure L-dibenzoyltartaric acid led to deracemization and gave high diastereomeric excess values of the crystalline salts in almost quantitative yield. The axial chirality was retained for a long period of time after the salts were dissolved in cooled solvent. The frozen chirality derived from the chiral salts was effectively transferred to the products by using a typical [2+2] photocycloaddition reaction with alkenes.
DOI	10.1002/ejoc.201403056
ISSN	1099-0690