Substituent Effects on the Orientation of Diels-Alder Reactions. II

C Schmidt, SD Sabnis, E Schmidt…

Index: Schmidt,C. et al. Canadian Journal of Chemistry, 1971 , vol. 49, p. 371 - 374

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Citation Number: 7

Abstract

The competitive ortho directing (cod) influence of a 1-methoxy group and a 4-methyl group and a 4-methyl was studied in the Diels-Alder addition of 1-methoxy-1, 3-pentadiene (1) to 2, 6-dimethylbenzoquinone (2). It was found that the cod influence of a terminally located methoxy is stronger than the effect of a terminal methyl group in the diene since only adduct 3 could be isolated. The influence of non-terminal substituents compared to terminal ...