Bulletin of the Chemical Society of Japan

Photocycloaddition Reaction of Alkyl-substituted 1, 4-Naphthoquinones with Olefins. Substituent Effects on Controlling the Orientation of Cycloaddition Reaction

K Maruyama, N Narita

文献索引：Maruyama, Kazuhiro; Narita, Noritsugu Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 3 p. 757 - 763

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被引用次数: 8

摘要

Photolysis of a benzene solution of 2-alkyl-or 2, 3-dialkyl-substituted 1, 4-naphthoquinone mixed with an arylsubstituted ethylene afforded 3, 4-benzobicyclo [4.2. 0] octene-2, 5-dione derivatives (cyclobutane type adducts) in a good yield without any other types of products. The orientation of the cycloaddition was likely to control by the adverse van der Waals repulsion of the substituents of the quinone and olefin in addition to the electronic effects ...