Gold-catalyzed stereocontrolled oxacyclization/[4+2]-cycloaddition cascade of ketone-allene substrates

Abstract

We report the first success on the Au-catalyzed tandem oxacyclization/[4+2] -cycloaddition cascade using ketone-allene substrates to give highly substituted oxacyclics with excellent stereocontrol. In contrast to oxo-alkyne substrates, the resulting cycloadducts are isolable and efficiently produced from a reasonable scope of enol ethers. © 2010 American Chemical Society.