Synthesis of Racemic and Optically Active Cispentacin (FR109615) Using Intramolecular Nitrone-Olefin Cycloaddition
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概要
- 論文の詳細を見る
Synthesis of racemic and optically active cispentacin ((-)-1) is described. Intramolecular nitrone-olefin cycloaddition of the alkenyl nitrone 7 gave cis-isoxazolidine (±)-8,which was transformed into (±)-1 by sequential reactions involving catalytic hydrogenolysis and oxidation. Similarly, the optically active nitrone (R)-22,which was derived from the ketone 15 via lipase-catalyzed hydrolysis of the acetate (±)-17,underwent intramolecular cycloaddition to give (+)-25 with high stereoselectivity (15 : 1). The cycloadduct (+)-25 was transformed in 4 steps into optically active natural cispentacin.
- 公益社団法人日本薬学会の論文
- 1993-06-15
著者
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鴻巣 俊之
Medicinal Chemistry Research Laboratories, Sankyo Co., Ltd.,
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老田 貞夫
Medicinal Chemistry Research Laboratories, Sankyo Co., Ltd.,
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老田 貞夫
Medicinal Chemistry Research Laboratories Sankyo Co. Ltd.
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鴻巣 俊之
Medicinal Chemistry Research Laboratories Sankyo Co. Ltd.
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鴻巣 俊之
Medicinal Chemistry Res. Laboratories Ii Daiichi Sankyo Co. Ltd.
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