Conversion of (+)-Limonen-10-ol to Bicyclo[3.3.0]octane Skeleton. Synthesis of a Key Intermediate for Carbacyclin(Organic,Chemical)
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概要
- 論文の詳細を見る
The conversion of (+)-limonen-lO-ol (7) into the key intermediate for the synthesis of carbacyclin (1),(+)-(1S,2R,3R,5R)-3-acetoxy-2-methoxycarbonyl-7-oxobicyclo[3.3.0]octane (2), is described. The cis-3,4-disubstituted cyclopentanone prepared from 7 via a sequence of reactions involving Rh(I)-catalyzed cyclization could be converted to the 3-acetylbicyclo[3.3.0]oct-2-ene skeleton, which was subjected to 1,4-addition reaction with CN^-. The resulting cyano compound was transformed into the key intermediate 2 through appropriate modification of the substituents on the five-membered ring. This synthetic method provides a new route to carbacyclin.
- 公益社団法人日本薬学会の論文
- 1987-05-25
著者
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末宗 洋
Faculty of Pharmaceutical Sciences, Kyushu University
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酒井 浄
Faculty of Pharmaceutical Sciences, Kyushu University
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謝 卓峰
Faculty of Pharmaceutical Sciences, Kyushu University
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酒井 浄
Faculty Of Pharmaceutical Sciences Kyushu University
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謝 卓峰
九大・薬
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市川 行信
Faculty Of Pharmaceutical Sciences Kyushu University
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末宗 洋
九州大学薬学部
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末宗 洋
九州大学大学院薬学府
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末宗 洋
九州大学大学院薬学研究院
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