[2+2] Photocycloaddition Reaction of 5-Arylfuran-2,3-diones to Trimethylsilyloxyethylenes
スポンサーリンク
概要
- 論文の詳細を見る
The photocycloaddition reaction of 5-phenylfuran-2,3-dione (1a) to 2-trimethylsilyloxybutadiene proceeded in a [2s+2s] manner with high regio- and stereo-selectivities to give a 2-oxabicyclo[3.2.0]heptane-3,4-dione 2 with 7-endo-OTMS-7-exo-vinyl stereochemistry. 5-Arylfuran-2,3-diones (1a-e) on similar photocycloaddition with 1-phenyl-1-trimethylsilyloxyethylene gave the corresponding 7-aryl derivatives 3a-e with the same regio- and stereo-chemistries in good yields. This stereochemical result of O-endo selectivity is consistent with the prediction obtained from the stereo-selection rule proposed for the enone-olefin photocycloaddition reaction. The reaction provides an efficient method for the synthesis of poly-functionalized cyclobutane derivatives.
- 公益社団法人日本薬学会の論文
- 1997-04-15
著者
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Kiuchi Fumiyuki
Faculty of Pharmacy, Keio University
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TSUDA YOSHISUKE
Faculty of Pharmaceutical Sciences, Kanazawa University
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佐野 武弘
昭和薬科大学
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佐野 武弘
Showa Pharmaceutical Univ. Tokyo Jpn
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Kiuchi F
Graduate School Of Pharmaceutical Sciences Kyoto University
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Kikuchi F
Faculty Of Pharmaceutical Sciences Kanazawa University:(present Address)graduate School Of Pharmaceu
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Kikuchi F
Faculty Of Pharmaceutical Sciences Kanazawa University
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Kiuchi Fumiyuki
Faculty Of Pharmaceutical Sciences Kanazawa University
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SANO Takehiro
Showa College of Pharmaceutical Sciences
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KOSEKI Nobuyuki
Showa College of Pharmaceutical Sciences
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SAITOH Toshiaki
Showa College of Pharmaceutical Sciences
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HORIGUCHI Yoshie
Showa College of Pharmaceutical Sciences
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TODA Jun
Showa College of Pharmaceutical Sciences
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Kiuchi Fumiyuki
Graduate School Of Pharmaceutical Sciences Kyoto University
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Kiuchi F
Kanazawa Univ. Kanazawa Jpn
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Toda J
Showa Coll. Pharmaceutical Sci. Tokyo Jpn
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Tsuda Yoshisuke
Faculty Of Pharmaceutical Sciences Kanazawa University
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Tsuda Y
Faculty Of Pharmaceutical Sciences And High Technology Research Center Kobe Gakuin University
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Horiguchi Y
Showa Pharmaceutical University
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Koseki N
Tokyo Metropolitan Geriatric Center Tokyo Jpn
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