Reaction of cyclic olefins with acetyl nitrate.[2+ 2] Cycloaddition of the nitryl cation?

…, AV Nikulin, S Wolfe, NS Zefirov, NV Zyk

Index: Borisenko; Nikulin; Wolfe; Zefirov; Zyk Journal of the American Chemical Society, 1984 , vol. 106, # 4 p. 1074 - 1079

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Citation Number: 22

Abstract

Abstract: The reactions of AcON02 with the cyclic olefins cyclopentene, cyclohexene, cis- cyclooctene, methylenecyclobutane, and norbornene have been investigated or, in some cases, reinvestigated. Although many products are formed, material balances in the order of 80% have been achieved in all cases, and structures have been assigned to the products. In contrast to previous results, 1, 2-addition is found to be always a minor pathway, which is ...