Abstract

The propargylsilane dihydropyridinones, prepared in a ytterbium(III) triflate-catalyzed three-component reaction involving an aza-Diels-Alder reaction with Danishefsky’s diene, undergoes a fluoride-induced intramolecular Michael addition to afford allenidene indolizidinones in good to excellent yields as single diastereomers. The ste­reochemistry was established by NMR and X-ray crystal structure analysis. An extension to the preparation of analogous aza[4.4.0]bicyclic systems is also reported.

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