## 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 wou
The first thermally-induced retro-oxy-cope rearrangement
โ Scribed by Steven W. Elmore; Leo A. Paquette
- Book ID
- 104225399
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 192 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
The reversibility of the thermal oxy-Cope rearrangement is demonstrated with the specific example 10 t 11, and the pathway and energetics associated with this phenomenon are outlined.
๐ SIMILAR VOLUMES
From cyclobutanones Sa-j,ten 1,2-divinylcyclobutanot la-j were prepared. A stereochemical effect was clearly evidenced : while trans 1,2-divinylcyclobutanols underwent a retro-ene ring opening, the cis isomers underwent an oxy-Cope ring enlargement. It is well known that cis 1,2-divinylcyclobutanes
The anionic oxy-Cope rearrangement has emerged as a highly useful tool for organic synthesis. [1, 2] Various 1,5-dien-3ols readily undergo this electronic reorganization, and the usually easy preparation of the precursors contributes to the popularity of this reaction. However, a limitation of this