| ID | 113634 |
| タイトル別表記 | Direct Synthesis of Polycyclic Tropinones via Condensation-(4+3) Cycloaddition Cascade Reaction
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| 著者 |
Okamoto, Tsubasa
Tokushima University
Shibata, Miki
Tokushima University
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| キーワード | synthetic method
cycloaddition
tropane alkaloid
pyrrole
oxyallyl cation
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| 資料タイプ |
学術雑誌論文
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| 抄録 | A concise method of constructing polycyclic tropinone frameworks was developed. The single-step synthesis of polycyclic tropinone consists of an intramolecular (4+3) cycloaddition reaction of N-nosyl-pyrrole with oxyallyl cation that was generated in situ by an intermolecular condensation reaction of the nucleophilic functional groups on a tethered pyrrole with the aldehyde of 2-(silyloxy)-acrolein. This cascade reaction afforded various polycyclic tropinones including tri-, tetra-, and pentacyclic systems in high yields as single diastereomers.
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| 掲載誌名 |
Chemistry- A European Journal
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| ISSN | 15213765
09476539
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| cat書誌ID | AA11076269
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| 出版者 | Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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| 巻 | 24
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| 号 | 38
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| 開始ページ | 9508
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| 終了ページ | 9513
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| 発行日 | 2018-04-27
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| 権利情報 | This is the peer reviewed version of the following article: T. Okamoto, M. Shibata, S. Karanjit, A. Nakayama, M. Yoshida, K. Namba, Chem. Eur. J. 2018, 24, 9508, which has been published in final form at https://doi.org/10.1002/chem.201802011. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
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| 言語 |
eng
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| 著者版フラグ |
著者版
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| 部局 |
薬学系
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