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Quinolizidines. XVII. A new access to 9,10-dimethoxy- and 8-hydroxy-9,10-dimethoxybenzo[a]quinolizidine-type Alangium alkaloids from 3-acetylpyridine
http://hdl.handle.net/2297/7606
http://hdl.handle.net/2297/7606d4cacb55-c33a-41f3-aa23-7b67817ceba3
名前 / ファイル | ライセンス | アクション |
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PH-PR-OHBA-M-5316.pdf (2.4 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2017-10-03 | |||||
タイトル | ||||||
タイトル | Quinolizidines. XVII. A new access to 9,10-dimethoxy- and 8-hydroxy-9,10-dimethoxybenzo[a]quinolizidine-type Alangium alkaloids from 3-acetylpyridine | |||||
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 |
Fujii, Tozo
× Fujii, Tozo× Ohba, Masashi× Akiyama, Shigeaki |
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書誌情報 |
Chemical & pharmaceutical bulletin 巻 33, 号 12, p. 5316-5327, 発行日 1985-12-25 |
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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.33.5316 | |||||
出版者 | ||||||
出版者 | 日本薬学会 | |||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | New syntheses of the ipecac and Alangium alkaloids possessing the 9,10-dimethoxy- and 8-hydroxy-9,10-dimethoxybenzo [a] quinolizidine skeletons (types 1 and 2) have now become possible through generally applicable routes starting from 3-acetylpyridine (5). The routes involve the mercuric acetate-edetic acid oxidation of the 3-acetylpiperidine derivatives 9a, b or the alkaline ferricyanide oxidation of the quaternary salts (26a, b and 27a, b) of 3-acetylpyridine equivalents, Wolff-Kishner reduction of the acetyl group or reductive desulfurization of the thioketal group, sulfenylation-dehydrosulfenylation of the lactams 12a, b, Michael reaction of the α, β-unsaturated lactams 15a, b, and de-ethoxycarbonylation of the Michael adducts 16a, b as the main operations. | |||||
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 |