Abstract
The Michael adducts of arylacetonitrile enolates and unsaturated esters may be converted to fused phenolic systems by the following sequence: ester hydrolysis, Na/NH 3 reductive elimination of cyanide, Friedel-Crafts ring closure, and oxidation. The construction of linear polycyclic systems by this annelation procedure is illustrated by the regiospecific syntheses of 7-methyljuglone and dl -7,9,ll-trideoxydaunomy- cinone.
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