Construction of a fully substituted cyclopentenone as the core skeleton of stemonamide via a Nazarov cyclization
2010
Abstract A synthetic study of the Stemona alkaloid stemonamide is described. The FeCl 3 -promoted fast Nazarov reaction of β-alkoxy divinyl ketones in the presence of t -BuOH afforded an α-methylene cyclopentenone, which was subsequently subjected to the Rh-catalyzed C–H amination to provide a fully appropriately substituted α-methylene cyclopentenone as the core skeleton of stemonamide.
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