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Monodeoxygenation of spiro adamantane-1,2-dioxetanes induced by aminium salt

✍ Scribed by Luigi Lopez; Gianluca M. Farinola; Angelo Nacci; Stefano Sportelli


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
384 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis


The reactions of 4,

2]

-dioxetane] (la) and bi-~lamantylidene-l,2-dioxetane (2a) in dichloromethane, at different reaction temperatures, with tris-(2,4-dibromophenyl) aminium hexachioroantimonate A afford high yields of the rearranged ketones 2-methyladmnantyl-methyl ketone (3) and spiro[adamantane-2,4'-homoadamantan-5'-one] (8), respectively. A cation radical monedeoxygenation process is suggested.


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