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Highly enantioselective introduction of bis(alkoxycarbonyl)methyl group into the 2-position of piperidine skeleton
http://hdl.handle.net/10069/16338
http://hdl.handle.net/10069/16338698b151f-348e-48a0-b7f2-33e2c1f4ae58
名前 / ファイル | ライセンス | アクション |
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JOrganometChem692_654.pdf (189.3 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2008-04-09 | |||||
タイトル | ||||||
タイトル | Highly enantioselective introduction of bis(alkoxycarbonyl)methyl group into the 2-position of piperidine skeleton | |||||
言語 | ||||||
言語 | eng | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Optically active 2-alkylpiperidines | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | 2-Methoxy-3,4-didehydropiperidines | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Electrochemical oxidation | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Catalytic asymmetric reaction | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Copper ion-catalyzed | |||||
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 |
Matsumura, Yoshihiro
× Matsumura, Yoshihiro× Minato, Daishiro× Onomura, Osamu |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Copper ion catalyzed carbon?carbon bond forming reaction of N-acyliminium ions with diaryl malonates was achieved with high enantioselectivity. The key intermediates in the method were 2-methoxy-3,4-didehydropiperidines, which were easily prepared through electrochemical oxidation of 1-(p-methoxybenzoyl)piperidine in methanol followed by the conversion of the oxidation product to didehydropiperidine derivative, which was subjected to a chiral Cu(II) catalyzed coupling reaction with diaryl malonates affording diaryl 2-piperidylmalonates. The maximum % ee (ee, enantiomeric excess) was 97% when di-p-chlorophenyl malonate was used as a nucleophile. | |||||
書誌情報 |
Journal of Organometallic Chemistry 巻 692, 号 1-3, p. 654-663, 発行日 2007-01-01 |
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出版者 | ||||||
出版者 | Elsevier | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0022328X | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00704122 | |||||
DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.1016/j.jorganchem.2006.04.039 | |||||
権利 | ||||||
権利情報 | Copyright c 2007 Elsevier Ltd All rights reserved. | |||||
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 | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | Journal of Organometallic Chemistry 692(1-3) pp.654-663, 2007 |