Gold-catalyzed [1,5]-hydride shift onto unactivated alkynes to trigger an intermolecular Diels-Alder reaction

Article abstract of DOI:10.1021/ol5017355

A [1,5]-hydride shift of sp³ C-H onto an unactivated carbon-carbon triple bond catalyzed by a gold(I) complex enabled N-propargylisoindolines to be latent dienes and therefore triggered an intermolecular Diels-Alder reaction with dienophiles. This protocol provides an atom-economical and straightforward approach to access a wide range of polycyclic skeletons in high yields and with excellent diastereoselectivities from easily accessible molecules.