Abstract
Amides are widely used as stable synthetic intermediates in organic synthesis and medicinal chemistry. Versatile and chemoselective C—C bond forming methods for the direct transformation of amides are highly demand- ing. In this paper, we report the reductive cycloaddition of common secondary amides with the Danishefsky diene to produce 2-substituted 2,3-dihydro-4-pyridones. This one-pot procedure involves amide activation with triflic anhy- dride, partial reduction, and (4+2) cycloaddition. The synthetic utility of this step-econimical method was demon- strated by the short and protecting-group-free total syntheses of alkaloids (±)-lasubine I and (±)-myrtine.
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