Introduction of a 3-Alkoxycarbonyl-2-propenyl Group at the ortho Position of Phenol and Naphthol via α-Aryloxy-γ-butyrolactone. Application to Syntheses of (±)-Nanaomycin A and a 1-Anthracenone
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概要
- 論文の詳細を見る
Introduction of a (γ-alkoxycarbonyl) allyl group at the 2 position of 1-naphthol was achieved by a sequence of reactions involving a Claisen rearrangement, as illustrated in Chart 1,in overall yields of 62% (via 2a) and 50% (via 2b). By using the same technique, 5-methoxy- and 4,5-isopropylidenedioxy-1-naphthols and 4-methoxyphenol were converted to the corresponding 4-aryl-2-butenoates (6a, b and 10), which underwent base-catalyzed cyclization to give dihydrofurans (7a, b and 11). Compounds 7a, b were readily transformed into (±)-nanaomycin A (14). 8,10-Dimethoxy-1-anthracenone (19) was prepared from 6a in 77% yield by a standard method.
- 社団法人日本薬学会の論文
- 1984-12-25
著者
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竹内 義雄
富山大院医薬
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竹内 義雄
Faculty Of Pharmaceutical Sciences University Of Tokyo
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野村 敬一
Faculty of Pharmaceutical Sciences, Toyama Medical Pharmaceutical University
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野村 敬一
Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University
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米谷 正
Department of Chemical and Biochemical Engineering, Toyama National College of Technology
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吉井 英一
Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University
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吉井 英一
富山医科薬科大学薬学部
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小竹 慎二郎
Research Institute Fuji Chemical Industries Ltd.
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小竹 慎二郎
Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University
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永田 嘉弘
Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University
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米谷 正
Department Of Chemical And Biochemical Engineering Toyama National College Of Technology
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永田 嘉弘
Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University
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