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麦角アルカロイド化合物群を対象とする究極の合成を目指して
http://hdl.handle.net/2297/43974
http://hdl.handle.net/2297/439740097a39a-cec1-48e5-b4b8-a277d562a043
名前 / ファイル | ライセンス | アクション |
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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 | 麦角アルカロイド化合物群を対象とする究極の合成を目指して | |||||||
タイトル | ||||||||
タイトル | Studies Directed toward the Ultimate Synthesis for Ergot Alkaloids | |||||||
言語 | en | |||||||
言語 | ||||||||
言語 | jpn | |||||||
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 |
染井, 正徳
× 染井, 正徳 |
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著者別表示 |
Somei, Masanori
× Somei, Masanori
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書誌情報 |
藥學雜誌 = Journal of the Pharmaceutical Society of Japan 巻 108, 号 5, p. 361-380, 発行日 1988-01-01 |
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ISSN | ||||||||
収録物識別子タイプ | ISSN | |||||||
収録物識別子 | 0031-6903 | |||||||
出版者 | ||||||||
出版者 | 日本薬学会 = Pharmaceutical Society of Japan | |||||||
抄録 | ||||||||
内容記述タイプ | Abstract | |||||||
内容記述 | The ultimate synthesis is defined as an ideal one step synthesis satisfying the first to the third element of our synthetic philosophy as shown in Fig. 1. The fourth element is a necessary process for accessing to the ultimate synthesis. One pot synthesis is the second best. In our continuing studies directed toward the ultimate synthesis for ergot alkaloids, simple and practical methods for the preparation of various 4-substituted indoles were elaborated starting from indole-3-carboxaldehyde (1). A common synthetic method, shown in Chart 4, was also elaborated and total syntheses of (±)-6, 7-secoagroclavine, (±)-isochanoclavine-I and II, (±)-norchanoclavine-I, (±)-chanoclavine-I and II, (±)-isochanoclavine-I and II, (±)-agroclavine, (±)-agroclavine-I, and (±)-aurantioclavine were achieved by changing only olefin component at the second step with the same common procedures for other steps. Basic concept of thallation-palladation reaction (in the broad sense) is illustrated and in the process of its generalization, thallation-palladation (in the narrow sense), boronation-thallation, and tin-thall reactions were discovered as desired new cross coupling reactions which work directly at the 4-position of the indole nucleus. By employing tin-thall reaction, 4-(3-pyridyl)indole-3-carboxaldehyde (104) and methyl 5-(3-formylindol-4-yl)nicotinate (120) become readily available in one pot operation from 1. | |||||||
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 | |||||||
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識別子タイプ | URI | |||||||
関連識別子 | http://www.pharm.or.jp/ | |||||||
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識別子タイプ | URI | |||||||
関連識別子 | https://www.jstage.jst.go.jp/browse/yakushi/-char/ja/ |