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Combining chemical reactivities of allenes and oximes created a methodology for the preparation of heterocyclic triquinane‐type skeletons via a cascade process constructing four bonds in a single step. The initial reaction of allene moiety promoted by Pd‐catalysis, affording π‐allyl Pd‐species, was followed by two additional transformations ‐ nucleophilic displacement and dipolar cycloaddition ‐ to furnish the product highly stereoselectively in moderate to good yields. For the process to be efficient, it was necessary to use a dipolarophilic component as a solvent. Intriguingly, while the reaction with cyclopentanone derived oxime progressed through the whole cascade, with cyclohexanone analogue it stopped at the nitrone stage, requiring an additional step to yield similar type of products. Some aspects of the studied cascade were examined by DFT. [ABSTRACT FROM AUTHOR]

The article in Advanced Synthesis & Catalysis discusses the synthesis of angular heterotriquinane derivatives through a three-component cascade process involving palladium-catalyzed transformations and dipolar cycloadditions. The front cover picture symbolizes the cascade transformation with a waterfall, representing the in-situ transformations of the starting oxime to produce the final product. The process creates four new bonds in a single operation and is detailed in the work by P. Jovanovic, V. Savic, and their co-workers. [Extracted from the article]