Photochemical additions of alkenes to phthalimides. Mechanistic investigations on the stereochemistry of alkene additions and the effect of aryl substituents on the …

…, F Khachik, L Klingler, S Minamikawa

Index: Mazzocchi, P. H.; Wilson, P.; Khachik, F.; Klingler, L.; Minamikawa, S. Journal of Organic Chemistry, 1983 , vol. 48, # 18 p. 2981 - 2989

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Citation Number: 64

Abstract

The mechanism of the photochemical addition of alkenes to phthalimides was investigated by determining the stereochemistry of the addition and the effect of aryl substituents on the regiochemistry. Intra-and intermolecular examples were examined. The stereochemistry of the addition of cis-and trans-2-butene to N-methylphthalimide to give 2, 3, 4-trimethyl-2- benzazepine-1, 5-dione was studied. It was found that both alkenes added ...