Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 71, Issue 23, Pages 8964-8965Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0615706
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A novel protocol for the annulation of tropone to enals involving nucleophilic heterocyclic carbene (NHC) catalyzed homoenolate formation has been developed. Interestingly, the reaction led to bicyclic delta-lactones instead of the expected gamma-spirolactones, presumably by the uncommon [8 + 3] annulation pathway. The strategy works well with a variety of enals.
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