Total Synthesis of dl-Chamaecynone, a Termiticidal Norsesquiterpene
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概要
- 論文の詳細を見る
The total synthesis of dl-chamaecynone (1), which has termiticidal activity, has been accomplished. The key compound (30a), which has the same four chiral centers as chamaecynone (1), was obtained in a single step by taking advantage of the Diels-Alder reaction of 5-ethynyl-2-methylcyclohex-2-en-1-one (3) with 1-methoxy-3-trimethylsiloxy-1,3-pentadiene (4). The stereostructure of the major adduct of the Diels-Alder reaction was determined to be the formula (30a) by INDOR experiment. The compound (30a) was converted in four steps into dl-chamaecynone. The preliminary examinations of the Diels-Alder reaction of trans-1-methoxy-3-trimethylsiloxy-1,3-butadiene (2) with l-carvone and the compound (3) were also carried out, respectively.
- 公益社団法人日本薬学会の論文
- 1978-04-25
著者
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原山 尚
Faculty Of Pharmaceutical Sciences Kyoto University
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犬伏 康夫
Faculty Of Pharmaceutical Sciences Kyoto University
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長 秀連
Faculty of Pharmaceutical Sciences, Kyoto University
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長 秀連
Faculty Of Pharmaceutical Sciences Kyoto University
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