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One-pot stereoselective synthesis of 2-acylaziridines and 2-acylpyrrolidines from N-(propargylic)hydroxylamines
https://doi.org/10.24517/00010573
https://doi.org/10.24517/000105731308db54-c08c-4fba-9606-26aa73f38a0c
名前 / ファイル | ライセンス | アクション |
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SC-PR-UKAJI-Y-824.pdf (643.9 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2017-10-03 | |||||
タイトル | ||||||
タイトル | One-pot stereoselective synthesis of 2-acylaziridines and 2-acylpyrrolidines from N-(propargylic)hydroxylamines | |||||
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 | |||||
ID登録 | ||||||
ID登録 | 10.24517/00010573 | |||||
ID登録タイプ | JaLC | |||||
著者 |
Miyamoto, Yoshiaki
× Miyamoto, Yoshiaki× Wada, Norihiro× Soeta, Takahiro× Fujinami, Shuhei× Inomata, Katsuhiko× Ukaji, Yutaka |
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著者別表示 |
添田, 貴宏
× 添田, 貴宏× 藤波, 修平× 猪股, 勝彦× 宇梶, 裕 |
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書誌情報 |
Chemistry - An Asian Journal 巻 8, 号 4, p. 824-831, 発行日 2013-04-01 |
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ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1861-4728 | |||||
NCID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA12151701 | |||||
DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.1002/asia.201201180 | |||||
出版者 | ||||||
出版者 | Wiley-VCH Verlag Berlin | |||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | The stereoselective direct transformation of N-(propargylic)hydroxylamines into cis-2-acylaziridines was achieved by the combined use of AgBF4 and CuCl. Copper salts were found to promote the transformation of the intermediary 4-isoxazolines into 2-acylaziridines and both 3-aryl- and 3-alkyl-substituted 2-acylaziridines could be prepared by using this method. Furthermore, subsequent 1,3-dipolar cycloaddition of azomethine ylides that were generated in situ from the intermediary 2-acylaziridines with maleimides was achieved in a stereoselective one-pot procedure to afford the corresponding 2-acylpyrrolidines, which consisted of an octahydropyrrolo[3,4-c]pyrrole skeleton. Love the way ylide: The transformation of N-(propargylic) hydroxylamines into cis-2-acylaziridines and subsequent 1,3-dipolar cycloaddition of the in situ generated azomethine ylides with maleimides stereoselectively afforded 2-acylpyrrolidines. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. | |||||
著者版フラグ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa |