A New and Efficient Synthesis of Enamido Dienes and Dienamido Olefins for Intramolecular Diels-Alder Additions Leading to Hydroquinolones and Alkaloids

Abstract

Abstract The enamido or dienamido functionality is directly and efficiently introduced into a bifunctional or more general context by alkylation of the previously unreported enolates of enamides or dienamides. These alkylations provide an extremely convenient method for the synthesis of bifunctional enamido dienes and dienamido olefins, both of which are readily converted to hydroquinolones by intramolecular Diels-Alder cycloaddition.