Dienone-Phenol Rearrangement of (+)-2'-Demethoxydehydrogriseofulvin into a 4-Methylxanthone Derivative
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概要
- 論文の詳細を見る
Treatment of (+)-2'-demethoxydehydrogriseofulvin (2b) with magnesium iodide afforded 5-chloro-2,8-dihydroxy-6-methoxy-4-methylxanthone (3a) via dienone-phenol rearrangement. The structure of 3a was determined by means of a carbon-13 nuclear magnetic resonance (^<13>C-NMR) long-range selective proton decoupling (LSPD) experiment performed on its diacetate 3b. The rearrangement of 2b was also effected with p-toluenesulfonic acid to give 5-chloro-6,8-dimethoxy-2-hydroxy-4-methylxanthone (6a). On the other hand, reaction of (-)-dehydrogriseofulvin (2d) with p-toluenesulfonic acid under more vigorous conditions resulted in racemization, no rearrangement being observed.
- 公益社団法人日本薬学会の論文
- 1986-02-25
著者
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佐藤 良博
共立薬科大学名誉
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小田 泰子
Kyoritsu College of Pharmacy
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山口 裕子
Research Laboratories Yoshitomi Pharmaceutical Industries Ltd.
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佐藤 良博
Kyoritsu College of Pharmacy
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山口 裕子
Kyoritsu College of Pharmacy
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