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The acid-catalyzed rearrangement of one bicyclo[2.2.2]Octadienone to another

โœ Scribed by Harold Hart; Irene C. Huang


Publisher
Elsevier Science
Year
1974
Tongue
French
Weight
173 KB
Volume
15
Category
Article
ISSN
0040-4039

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While the most common photochemical transformation of medium-sized monocyclic S,y-unsaturated ketones involves a 1,3-acyl shift and migration of the allylic double bond,' 3-cyclohexenones such as t have been observed3 to photochemically rearrange with 1,2-acyl migration, to yield conjugated cyclopro

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Bicyclo[3.2.l]octadienones with the general structure & photoisomerize to ketenes 4 and give products derived therefrom.ls3 The corresponding 3,4-benzo&tadienones 2 undergo reversible 1,3-acyl shifts ($ti,$).4 We now wish to report that the other possible (i.e., 6,7-) benzo derivatives of &, undergo