Asymmetric Synthesis Using Chiral Acetals : Highly Diastereoselective Addition of Organocerium Reagents to Chiral α-Aldoxime-Ether Acetal
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概要
- 論文の詳細を見る
Nucleophilic addition of organometallic reagents [organocerium reagents (RMgX-CeCl_3,RLi-CeCl_3), Grignard reagent, and organolithium reagents] to the chiral α-aldoxime-ether acetal (1) was studied.Among the reagents, organocerium reagents showed higher reactivity and stereoselectivity, giving the N-oxygenated chiral amine derivatives (6Aa-c) in a highly diastereoselective manner, whereas Grignard and organolithium reagents afforded no 6.As an application of the reaction, the synthesis of (-)-N-acetylamphetamine (11) was achieved.
- 社団法人日本薬学会の論文
- 1989-03-25
著者
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田村 恭光
Faculty Of Pharmaceutical Sciences Osaka University
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冨士 雅弘
Shionogi Research Laboratories Shionogi & Co. Ltd.
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北 泰行
Faculty of Pharmaceutical Sciences, Osaka University
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北 泰行
大阪大学大学院薬学研究科
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藤岡 弘道
大阪大学大学院薬学研究科
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藤岡 弘道
Faculty Of Pharmaceutical Sciences Osaka University
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Kita Yasuyuki
Graduate School Of Pharmaceutical Sciences Osaka University Yamadaoka
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案浦 洋一
Faculty of Pharmaceutical Sciences, Osaka University
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冨士 雅弘
Faculty of Pharmaceutical Sciences, Osaka University
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岡市 佳彦
Faculty of Pharmaceutical Sciences, Osaka University
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吉田 孝行
Faculty of Pharmaceutical Sciences, Osaka University
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吉田 孝行
Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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案浦 洋一
Faculty Of Pharmaceutical Sciences Osaka University
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北 泰行
Faculty Of Pharmaceutical Sciences Osaka University
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岡市 佳彦
Faculty Of Pharmaceutical Sciences Osaka University
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