Synthesis of a Highly Hindered Hydrindanone via α-Carbonyl Radical Cyclization: Enantiospecific Formal Syntheses of (-)-Pinguisenol and (-)-α-Pinguisene
An enantiospecific synthesis of Schinzer's ketone 3 from (R)-(+)-pulegone via α-carbonyl radical cyclization was accomplished. This work also constitutes an enantiospecific formal syntheses of (-)-pinguisenol and (-)-α-pinguisene. The intermediate ketone 4 would be useful for the synthesis of other pinguisane-type sesquiterpenes.