Crystal structure of methyl endo-8-cyano-exo-8-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-6-carboxylate. |
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| Authors: | Tetsuro Shimo Mikio Yasutake Teruo Shinmyozu Kenichi Somekawa |
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| Institution: | Department of Applied Chemistry and Chemical Engineering, Kagoshima University, Korimoto, Kagoshima 890-0065, Japan. |
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| Abstract: | A photochemical cycloaddition reaction of methyl 2-pyrone-5-carboxylate with methacrylonitrile mainly gave a 4 + 2] cycloadduct, assigned as methyl endo-8-cyano-exo-8-methyl-3-oxo-2-oxabicyclo2.2.2]oct-5-ene-6-carboxylate, whose structure was determined by an X-ray diffraction study. The formation of the cycloadduct was reasonably explained by considering a biradical intermediate having a less steric hindrance between the methoxycarbonyl group and the cyano group. |
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