46 ピクロトキサン型セスキテルペノイド,(-)-ピクロトキシニンおよび(+)-コリアミルチンの全合成
書誌事項
- タイトル別名
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- 46 STEREOCONTROLLED TOTAL SYNTHESIS OF PICROTOXANE SESQUITERPENOIDS, (-)-PICROTOXININ AND (+)-CORIAMYRTIN
抄録
Stereocontrolled total synthesis of toxic sesquiterpenoids of picrotoxane type, (-)-picrotoxinin (1) and (+)-coriamyrtin (2) is described. The double cyclization of a conjugated cyclohexenone 4 afforded the isotwistane compounds, 10a and 10b, which were converted into properly functionalzed cis-hydrindane derivative 17 via novel bridgehead hydroxylation of the bicyclo[3.2.1]octan-2-one moiety in the isotwistane intermediate 5. Optical resolution of 17 was made and the resulting (+)-17 was converted into a common and key intermediate (-)-6, from which (-)-picrotoxinin (1) and (+)-coriamyrtin (2) were synthesized.
収録刊行物
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- 天然有機化合物討論会講演要旨集
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天然有機化合物討論会講演要旨集 26 (0), 352-358, 1983
天然有機化合物討論会実行委員会
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詳細情報 詳細情報について
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- CRID
- 1390282681050808704
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- NII論文ID
- 110006678403
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- ISSN
- 24331856
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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