Birch reductions of 4, 6-dimethoxy-1-naphthylalkyl ketones 1 provided in fair to good yields the demethoxylated products, 6-methoxy-1-naphthylalkyl ketones 2 (a–g), not easily accessible by other procedures. Autooxidation of these ketones in basic medium afforded the diketones 6 (a–c), the acid 2h, and interestingly the phenol 5. Extension of this reduction to the related tricyclic ketone 8 afforded 9a, the phenolic ketone 9b; and significantly the ...