2,3-ジヒドロフラン誘導体とベンズアルデヒドとの光付加反応
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概要
- 論文の詳細を見る
Paterno-Buchi reaction of benzaldehyde and 2,3-dihydrofuran derivatives was studied. 2,3-Dihydrofuran formed two stereoisomers of 7-phenyl-2,6-dioxabicyclo [3. 2. 0] heptanes (Y type) selectively. Other 2,3-dihydrofuran derivatives induced by acid catalyzed cleavage of 6-ethyl-2,7-dioxabicyclo [3. 2. 0] hept-3-ene gave 2,6-dioxabicyclo [3. 2. 0] heptane rings (Y type addition) and 2,7-bicyclo [3. 2. 0] heptane rings (X type addition) in a special case. Photocycloaddition of 6-ethyl-2,7-dioxabicyclo [3.2.0] hept-3-ene (Ib) formed two stereoisomers of 3,6,8-trioxatricyclo [5.2.0.0^<2,5>] nonane skeltons (Y type) and two 4,6,8-trioxatricyclo-[5.2.0.0^<2,5>] nonanes (X type). The formation of X type oxetanes was observed when an intermediate biradical was stabilized by a resonance effect. Stereoselectivity was established at the formation of X type oxetanes to form threo-aldol equivalents.
- 公益社団法人日本薬学会の論文
- 1987-10-25
著者
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三橋 進
東京薬科大学:(現)東菱薬品工業(株)大森研究所
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松本 一
Tokyo College Of Pharmacy
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糸川 秀治
東京薬科大学 薬学部
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三橋 進
Tokyo College of Pharmacy
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松本 一
東京薬科大学
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大島 俊幸
東京薬科大学
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大島 俊幸
Research Center Taisho Parmaceutical Co. Ltd.
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大島 俊幸
大正製薬株式会社
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糸川 秀治
東京薬科大学
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