Photoreactions of 2-(dialkylamino)ethyl esters of .GAMMA.-oxo acids via remote hydrogen transfer: Influence of the stability and conformational flexibility of the biradical intermediate on its chemical behavior.
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概要
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2-(Dibenzylamino)ethyl 4-phenyl-3-oxobutanoate underwent photocyclization via remote hydrogen migration to give 9-membered azalactones, while 2-(dimethylamino)ethyl 4-phenyl-3-oxobutanoate gave only a polymer. Irradiation of 2-(<I>N</I>-methylbenzylamino)ethyl 4-phenyl-3-oxobutanoate gave azalactones via a benzylic hydrogen transfer. No azalactones via methyl hydrogen migration could be detected. The stability and conformational flexibility of biradical intermediates are important factors in the present photocyclization.
- 公益社団法人 日本化学会の論文
著者
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Yoshioka Michikazu
Department Of Chemistry Faculty Of Science Saitama University
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Hasegawa Tadashi
Department Of Cardiovascular And Thoracic Surgery Hakodate Municipal Hospital
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Mukai Keiko
Department of Chemistry, Tokyo Gakugei University
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Mizukoshi Kimiko
Department of Chemistry, Tokyo Gakugei University
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