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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 |
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| 言語種別 | 英語 |
| 発行・発表の年月 | 2017/12 |
| 形態種別 | 学術雑誌 |
| 査読 | 査読あり |
| 標題 | Asymmetric Synthesis Involving Reversible Photodimerization of a Prochiral Flavonoid Followed by Crystallization |
| 執筆形態 | 共著 |
| 掲載誌名 | European Journal of Organic Chemistry |
| 掲載区分 | 国外 |
| 出版社・発行元 | John Wiley & Sons, Inc |
| 巻・号・頁 | 2017(46),pp.6878-6881 |
| 著者・共著者 | Hiroki Ishikawa, Naohiro Uemura, Fumitoshi Yagishita, Nozomi Baba, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, and Masami Sakamoto |
| 概要 | Asymmetric synthesis involving photochemical dimerization
of a prochiral flavonoid derivative in solution without any chiral source was achieved. Irradiation of ethyl 6- bromochromonecarboxylate in solution efficiently gave a C2- chiral anti-head-to-head dimer in excellent chemical yield with good quantum efficiency (Φ365 = 0.15). X-ray crystallographic analysis revealed that the dimer crystallized as a conglomerate of C2 space group. The crystalline dimer precipitated upon irradiation of the monomer in solution, and indirect racemization of the dimer through a reversible photoreaction in solution and selective crystallization simultaneously occurred to give the C2- chiral dimer in optically active form with up to 80 % ee. Optically active photoproducts could be obtained by simply irradiating achiral materials in solution without an external chiral source. |
| DOI | 10.1002/ejoc.201701457 |
| ISSN | 1099-0690 |