The Substituent Effect on the Addition Course of the Diels-Alder Reaction of 2-Methyl-5-substituted-1, 4-benzoquinones with Butadiene

T HARAYAMA, M OHTANI, M OKI…

Index: Harayama,T. et al. Chemical and Pharmaceutical Bulletin, 1973 , vol. 21, p. 25 - 33

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Citation Number: 9

Abstract

The substituent effect on the addition course of the Diels-Alder reaction of butadiene with 2- methyl-1, 4-benzoquinones which carry the cyano (V), dimethylcarbamoyl (VI), β- ethoxycarbonylethyl (VII), β-cyanoethyl (VIII), ethoxycarbonyl-trans-vinyl (IXa) group at the C 5 position, respectively, was examined. The addition of V and VI occurred one-sidedly at the ethylene linkage carrying the electronwithdrawing cyano and dimethylcarbamoyl group. In ...