An intramolecular asymmetric allylic O-alkylation/allylic dearomative spirocyclization cascade has been successfully developed with allyl aryl ethers. In the presence of palladium and a phosphoramidite ligand, a series of spirocyclohexadienones with… Click to show full abstract
An intramolecular asymmetric allylic O-alkylation/allylic dearomative spirocyclization cascade has been successfully developed with allyl aryl ethers. In the presence of palladium and a phosphoramidite ligand, a series of spirocyclohexadienones with an exocyclic double bond were obtained in up to 98% yield with 98% ee. The asymmetric allylic alkylation mechanism was elucidated through control experiments. In addition, scale-up of the reaction and further transformations of the spirocyclic products were also performed, demonstrating the potential application of this method.
Journal Title: Organic letters
Year Published: 2025
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