A FORMAL TOTAL SYNTHESIS OF (±)-QUADRONE
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- 岩田 宙造
- Faculty of Pharmaceutical Sciences, Osaka University
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- 山下 正行
- Faculty of Pharmaceutical Sciences, Osaka University
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- 青木 昇一
- Faculty of Pharmaceutical Sciences, Osaka University
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- 鈴木 賢治
- Faculty of Pharmaceutical Sciences, Osaka University
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- 高橋 以都美
- Faculty of Pharmaceutical Sciences, Osaka University
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- 荒川 治之
- Faculty of Pharmaceutical Sciences, Osaka University
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- 今西 武
- Faculty of Pharmaceutical Sciences, Osaka University
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- 田中 徹明
- Faculty of Pharmaceutical Sciences, Osaka University
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This article deals with a formal total synthesis of (±)-quadrone (1), an antitumor sesquiterpene. The cyclopentenone (3) was trans-formed into cyclopropane derivative (2), a regioselective reductive ring opening of which and trapping of the enolate intermediate (16) by a C-1 unit afforded the diquinaneacetate (17). By a two-step sequence 17 was converted into methyl (1R^*, 5R^*, 6R^*)-6-(2-hydroxyethyl)-7,7-dimethyl-2-methylene-3-oxobicyclo [3. 3. 0] octane-1-acetate (19), which had already been proved to be an intermediate for (±)-1.
収録刊行物
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- Chemical & pharmaceutical bulletin
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Chemical & pharmaceutical bulletin 33 (1), 436-439, 1985-01-25
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詳細情報 詳細情報について
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- CRID
- 1572824502321310208
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- NII論文ID
- 110003625160
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- NII書誌ID
- AA00602100
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- ISSN
- 00092363
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- 本文言語コード
- en
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- データソース種別
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- CiNii Articles