Application of the Claisen rearrangement to the synthesis of heterocyclic bicyclo[2,2,2]octenones: an approach to the morellins based on new biogenetic suggestions
- 1 January 1971
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society D: Chemical Communications
- No. 16,p. 966-967
- https://doi.org/10.1039/c29710000966
Abstract
The Claisen rearrangement followed by an intramolecular Diels–Alder reaction on the intermediate cyclohexane dienone leads to the novel heterocyclic bicyclo[2,2,2]octenone structure found in the morellins and gambogic acid, and it is suggested that this synthetic pathway may be involved in the biogenesis of these natural products.Keywords
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