Australian Journal of Chemistry

1, 3-Dipolar cycloaddition to a 1, 4-quinone methide: 2, 6-Di-t-butyl-4-methylenecyclohexa-2, 5-dienone

AD Woolhouse

Index: Woolhouse,A.D. Australian Journal of Chemistry, 1977 , vol. 30, p. 1145 - 1152

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Citation Number: 10

Abstract

Abstract The reactive 1, 3-dipoles ethoxycarbonylformonitrile oxide, benzonitrile oxide, diphenylnitrile imine and benzonitrilium 4-nitrobenzylid add to the 4-methylenecyclohexa-2, 5-dienone (1) to give the respective 1: 1 cycloadducts (4a-d). The yields are high and the reactions therefore provide ready access to members of the hetero-spiro [4, 5] decatrienone system. Diazomethane, phenyldiazomethane and diphenyldiazomethane also add to the ...