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The aromatic oxy-Cope rearrangement

โœ Scribed by Ellio N Marvell; Stephen W Almond


Book ID
104237839
Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
107 KB
Volume
20
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


An aromatic oxy-Cope rearrangement can be achieved under anionic conditions (KH f HMPAl in

Zow yield with a nuphthalene ring but not a phenyt.

We have recently measured the activation parameters for an aromatic Cope rearrangement,l and these sug,oest that rearrangement of 4-phenyl-1-butene would require AH # = 42 kcal/mol.

Searching for ways to reduce this barrier, we were quite obviously attracted by the large reduction in activation energy associated with the anionic oxy-Cope rearrangement.2 Thus, we initiated a study of the aromatic oxy-Cope rearrangement, and we are now prompted to report our


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