Construction of Tricyclic Enone, a Common Precursor for Aphidicolane and Stemodane B/C/D-Ring System
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- Tanaka Tetsuaki
- Graduate School of Pharmaceutical Sciences, Osaka University
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- Yamamoto Sachiko
- Graduate School of Pharmaceutical Sciences, Osaka University
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- Hiramatsu Kei
- Graduate School of Pharmaceutical Sciences, Osaka University
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- Murakami Kazuo
- Graduate School of Pharmaceutical Sciences, Osaka University
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- Yoshino Hitoshi
- Graduate School of Pharmaceutical Sciences, Osaka University
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- Patra Debasis
- Graduate School of Pharmaceutical Sciences, Osaka University
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- Iwata Chuzo
- Graduate School of Pharmaceutical Sciences, Osaka University
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- Ohno Hiroaki
- Graduate School of Pharmaceutical Sciences, Osaka University
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Synthesis of a tricyclic enone (B/C/D ring system), a common key precursor for the aphidicolane- and stemodane-type diterpene, is described. The key reaction for the construction of the quaternary carbon center is allylation of epoxide at the more substituted carbon with an organotitanium reagent. Asymmetric reduction with DIP-Cl followed by stereoselective cyclization of spirocyclic ketone and the functional group modification gave the desired tricyclic enone in good yield.
収録刊行物
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- ＣＨＥＭＩＣＡＬ ＆ ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ ＢＵＬＬＥＴＩＮ
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ＣＨＥＭＩＣＡＬ ＆ ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ ＢＵＬＬＥＴＩＮ 54 (8), 1138-1143, 2006
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390001204171278848
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- NII論文ID
- 110004847232
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 7991489
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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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- JaLC
- NDL
- Crossref
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可
