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Studies on the N-Oxides of π-Deficient N-Heteroaromatics. XXXVI. Photochemical and Thermal Michael Reactions of Alcohols with Methyl 2-Phenyl-3, 1-benzoxazepine-5-carboxylate and Its Derivatives
http://hdl.handle.net/2297/44026
http://hdl.handle.net/2297/44026ff3c1a38-6980-4608-b838-a0ae38ae6a1a
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
PH-PR-SOMEI-M-74.pdf (1.4 MB)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||
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| 公開日 | 2017-10-04 | |||||
| タイトル | ||||||
| タイトル | Studies on the N-Oxides of π-Deficient N-Heteroaromatics. XXXVI. Photochemical and Thermal Michael Reactions of Alcohols with Methyl 2-Phenyl-3, 1-benzoxazepine-5-carboxylate and Its Derivatives | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| 資源タイプ | ||||||
| 資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
| 資源タイプ | journal article | |||||
| 著者 |
Kaneko, Chikara
× Kaneko, Chikara× Fujii, Harue× Kawai, Shinji× Hashiba, Kazuhiko× Karasawa, Yoshio× Wakai, Masue× Hayashi, Reiko× Somei, Masanori |
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| 書誌情報 |
Chemical and Pharmaceutical Bulletin 巻 30, 号 1, p. 74-85, 発行日 1982-01-01 |
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| ISSN | ||||||
| 収録物識別子タイプ | ISSN | |||||
| 収録物識別子 | 0009-2363 | |||||
| NCID | ||||||
| 収録物識別子タイプ | NCID | |||||
| 収録物識別子 | AA00602100 | |||||
| DOI | ||||||
| 関連タイプ | isIdenticalTo | |||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | 10.1248/cpb.30.74 | |||||
| 出版者 | ||||||
| 出版者 | Pharmaceutical Society of Japan = 日本薬学会 | |||||
| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | Irradiation (≥300 nm) of methyl 2-phenyl-3, 1-benzoxazepine-5-carboxylate in an alcohol afforded the Z-isomer of methyl 3-alkoxy-2-(2-benzamidophenyl)-acrylate as the major addition product. In contrast, thermal reaction of the oxazepine with a primary alcohol in the presence of triethylamine led to the exclusive formation of the corresponding E-isomer. The same kinds of Michael addition products were also obtained stereoselectively from 3, 1-benzoxazepines having an acetyl group at the 5-position under these conditions. The interrelation between the stereoisomers obtained from the oxazepine and an alcohol under these two conditions was established by photochemical equilibration, and the stereochemistry of the two isomers was determined by proton magnetic resonance spectroscopy. An explanation is proposed for the observed stereoselectivities in the two kinds (photochemical and thermal) of reactions. | |||||
| 権利 | ||||||
| 権利情報 | Copyright © PHARMACEUTICAL SOCIETY OF JAPAN | |||||
| 著者版フラグ | ||||||
| 出版タイプ | VoR | |||||
| 出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 | |||||
| 関連URI | ||||||
| 識別子タイプ | URI | |||||
| 関連識別子 | https://www.jstage.jst.go.jp/browse/cpb | |||||
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| 識別子タイプ | URI | |||||
| 関連識別子 | http://www.pharm.or.jp/ | |||||
