Studies on Ketene and Its Derivatives. XCIV. Reaction of Diketene with Diazoacetone and 2-Diazoesters
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概要
- 論文の詳細を見る
The reaction of diketene with diazoacetone (2) in the presence of benzophenone under irradiation afforded trans-1-acetyl-5-oxo-4-oxaspiro [2,3] hexane (3) in 22% yield. Similarly, the photolysis of diketene and 2-diazoesters such as ethyl 2-diazo-3-oxo-butanoate (4a) and ethyl 2-diazo-3-oxohexanoate (4b), followed by treatment with absolute methanol saturated with dry hydrogen chloride gave diesters ; e.g., methyl 3,6-dioxo-5-ethoxycarbonylhexanoate (8a) (39%) and methyl 3,6-dioxo-5-ethoxycarbonylnonylate (8b) (30%), and/or furan derivatives ; e.g., 3-ethoxycarbonyl-5-methoxycarbonylmethyl-2-methylfuran (9a) (35%) and 3-ethoxycarbonyl-5-methoxycarbonylmethyl-2-propylfuran (9b) (33%). A similar reaction of diketene with di-tert-butyl diazomalonate (10) gave rise to dimethyl 2-methoxycarbonyl-4-oxohexane-1,6-dioate (12) in 58% yield.
- 公益社団法人日本薬学会の論文
- 1979-05-25
著者
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加藤 鉄三
東北大学 薬
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加藤 鉄三
Pharmaceutical Institute Tohoku University
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片桐 信弥
Pharmaceutical Institute, Tohoku University
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片桐 信弥
Health Sci. Univ. Hokkaido Hokkaido Jpn
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片桐 信弥
Pharmaceutical Institute Tohoku University
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佐藤 廉三
Pharmaceutical Institute, Tohoku University
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加藤 鉄三
Pharmaceutical Institute. Tohoku University
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佐藤 廉三
Pharmaceutical Institute Tohoku University
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