C5 position by a vinyl group were found to undergo competing tandem sigmatropic rearrangement/Diels-Alder cyclisation when heated under standard Diels-Alder cyclisation conditions. This rearrangement became the exclusive pathway when the reactions were performed in the presence of a Lewis acid.
✦ LIBER ✦
Lewis acid-induced rearrangement of the Diels–Alder dimer of tetrachlorocyclopentadienone: structure reassignments
✍ Scribed by Philip E Eaton; Datong Tang; Richard Gilardi
- Book ID
- 104232128
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 69 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The structures of various perhalodiones available by isomerization of the Diels-Alder dimers of tetrachloro-and tetrabromocyclopentadienone have finally been determined unambiguously.
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