Cycloaddition of the anion derived from homophthalic anhydride to cis,cisoid,cis-tricyclo[6.3.0.02,6]undeca-4,9-diene-3,11- dione. Aromatization as a driving force for intramolecular sigmatropic hydrogen transfer
- 1 January 1989
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 5,p. 281-282
- https://doi.org/10.1039/c39890000281
Abstract
Reaction of the anion derived from homophthalic anhydride with cis,cisoid,cis-tricyclo[6.3.0.02,6]undeca-4,9-diene-3,11- dione proceeds via initial Diels–Alder cycloaddition followed by intramolecular dyotropic hydrogen migration with concomitant aromatization; the structure of the reaction product (4)(formed in 42% yield) was established via single-crystal X-ray structural analysis.Keywords
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