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Electron-transfer reactions of hindered olefins induced by aminium salts.

✍ Scribed by Luigi Lopez; Luigino Troisi; Giuseppe Mele

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
278 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis

EIlndad o&ins 1-6, by reaction with minim salts, caa &fad, in zchtion to the reaction conditions and the peculiar feattnes of the dioxetanes, epoxides, ketones, or horuialylic, allylic

The cation radicals of unsaturated organic substrates, stabilized by haaoaonrs erxcenjug&onhavebeen

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## Abstract The aminium salt‐initiated oxygenation of ketenes 1a and 1b with molecular oxygen afforded in an unprecedented reaction mode the succinic anhydrides 2 and 3 within a few minutes at 0Β°C. From mechanistic investigations it is inferred, that the regioselective 1,3‐dipolar cycloaddition of

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2'-Alkylthio ethyl phenylglyoxylates (1) and 2'-dimethylamino ethyl phenylglyoxylate (10) were synthesized and their photochemistry studied. In contrast to their oxygen analogs 3, which give normal Norrish type H cleavage products, the title compounds undergo intermolecular electron transfer from th