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A simple and stereospecific synthesis of the triketolactam 15 is described. This compound has been previously converted to napelline 1. The key step of the synthesis is the rearrangement of the "denudatine" intermediate 11 to the napelline derivative 12. The denudatine skeleton was constructed by a stereospecific diene addition belween the o-quinone acetal 4 and benzyl vinyl ether. It is expected that this last process will be capable of general application in the synthesis of complex compounds.

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Synthesis of β‐keto esters by C‐acylation of preformed enolates with methyl cyanoformate: preparation of methyl (1α,4aβ,8aα)‐2‐oxodecahydro‐1‐naphthoate product: methyl (1α,4aβ,8aα)‐2‐oxodecahydro‐1‐naphthoate

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