Abstract:
A convenient synthesis of aryl spiroacetals related to the antifungal agents, the papulacandins, is reported. The synthetic methodology involves the addition of ortho-lithiated diethylbenzamides to lactones followed by acid catalysed cyclization of the resultant keto-alcohols. A series of aromatic spiroacetals is synthesized via the reaction of ortho-lithiated amides with lactones followed by cyclization of the resultant keto-alcohols with p-TSA.