ニトリルオキシドの1,3-双極子環化付加反応を用いる clausenamide 類の簡便合成
書誌事項
- タイトル別名
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- A concise synthesis of clausenamide derivatives using 1,3-dipolar cycloaddition of nitrile oxide
抄録
1,3-Dipolar cycloadditions have been recognized as powerful synthetic tools for various natural products. Clausenamide, isolated from aqueous extract of dry leaves of Clausena lansium, was found to have potent activity in enhancing long-term potentiation (LTP) and show nootropic activity in animal tests. Owing to its remarkable biological properties and highly functionalized γ-lactam structure, synthesis of Clausenamide and its analogues have attracted the continuous attention in organic synthesis. Herein, we report a combination of α-alkoxymethylether nitrile oxide with allylic alcohol in the presence of magnesium alkoxides improves diastereoselectivity of nitrile oxide cycloaddition. The present approach was applied to total synthesis of (-)-clausenamide and (-)-cis-clausenamide.
収録刊行物
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- 反応と合成の進歩シンポジウム 発表要旨概要
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反応と合成の進歩シンポジウム 発表要旨概要 37 (0), 154-154, 2011
日本薬学会化学系薬学部会
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詳細情報 詳細情報について
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- CRID
- 1390282680610313984
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- NII論文ID
- 130006995712
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可