アレニルアルケン体のPauson-Khand型反応の開発と(1<I>R</I>, 2<I>R</I>)-diacetoxycycloax-4(15)-ene及び(1<I>R</I>, 2<I>R</I>)-dihydroxycycloax-4(15)-eneの最初の全合成
書誌事項
- タイトル別名
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- Pauson-Khand-Type Reaction of Allenenes and First Total Syntheses of (1<I>R</I>, 2<I>R</I>)-Diacetoxycycloax-4(15)-ene, (1<I>R</I>, 2<I>R</I>)-Dihydroxycycloax-4(15)-ene
説明
The novel Rh(I)-catalyzed Pauson-Khand-type reaction of allenenes leading to the bicyclo[4.3.0]nonenone as well as the bicyclo[5.3.0]decenone skeletons has been developed. This method can provide a new procedure for the construction of the bicyclo[4.3.0]nonenone skeleton having an alkyl appendage at the ring juncture, which was hardly attained in a satisfactory yield by the Pauson-Khand reaction of the corresponding enynes. In addition the stereoselective first total syntheses of (1R, 2R)-diacetoxycycloax-4(15)-ene and (1R, 2R)-dihydroxycycloax-4(15)-ene, isolated from Jatropha neopauciflora, were completed from dimethyl D-tartrate. The crucial steps in these syntheses involved (i) the Rh(I)-catalyzed Pauson-Khand-type reaction of the allenene derivative leading to the exclusive formation of the bicyclo[4.3.0]nonenone framework possessing an angular methyl group and (ii) a highly stereoselective construction of the isopropylcyclopropane ring.
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 34 (0), 62-62, 2008
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
- 1390001205636157440
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- NII論文ID
- 130006998824
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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