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Photochemical reaction of 2,7-cyclooctadienone in protic solvents

✍ Scribed by R. Noyori; M. Katô

Publisher: Elsevier Science
Year: 1968
Tongue: French
Weight: 164 KB
Volume: 9
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)72288-x

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✦ Synopsis

In our earlier work on the photochemistry of 2,6-cycloheptadienone (I), we had shown that the course of the reaction is markedly influenced by the nucleophilicity of the solvent .employed (1). Irradiation of I in methyl alcohol gives a monocyclic ether II as the major primary product. On the other hand, reaction in less nucleophilic media such as acetic acid or &-butyl alcohol containing a trace amount of sulfuric acid affords bicyclic polar addition products III. We now wish to describe the photochemical polar addition of the homologous dienone, 2,7-cyclooctadienone (IV).

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