Amino Acids and Peptides. XIX. Synthetic Study of optically Active Carene Skeleton from α-Amino Acid. Total Synthesis of (+)-2-Carene
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概要
- 論文の詳細を見る
For a total synthesis of the optically active carene congeners from optically active α-amino acids, several attempts were made on intramolecular cyclization of 2-cyclohexenyl esters of α-substituted α-diazoacetic acid (III) which were derived from the corresponding amino acid esters. One of the optically active diastereoisomers (X) which was obtained by separation of 2-cyclohexenyl L-alaninate was diazotized with isoamylnitrite and then cyclized using Cu powder as a catalyst to afford the optically active lactone (XIX). XIX was then converted into the key intermediate (XXI) having the bicyclo[4,1,0]heptane ring system, from which (+)-2-carene was synthesized.
- 公益社団法人日本薬学会の論文
- 1975-11-25
著者
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高村 則夫
Organic Chemistry Research Laboratory, Tanabe Seiyaku Co., Ltd.,
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高村 則夫
Faculty of Pharmaceutical Sciences, University of Tokyo
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溝口 富茂
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.
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高村 則夫
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.
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溝口 富茂
Organic Chemistry Research Laboratory, Tanabe Seiyaku Co., Ltd.
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