A study on the scope of the photochemical 1, 3-migration of oximino groups in β, γ-unsaturated oximes and oxime derivatives

D Armesto, MG Gallego, WM Horspool…

Index: Armesto, Diego; Gallego, Mar G.; Horspool, William M.; Ramos, Ana Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 1 p. 107 - 113

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Citation Number: 5

Abstract

While the aza-di-π-methane rearrangement is the normal photoreactive behaviour of β, γ- unsaturated imines and oxime acetates, the results obtained in this study show that 1, 3- migrations of acetoxyimino groups in β, γ-unsaturated oxime acetates takes place only when all the parameters are correct. The rearrangement takes place when there is a quaternary carbon separating the two π-systems and when one of the radical centres in the ...