Annelated pentafulvenes 2, 10, 13, and 14 are efficiently accessible by a palladium‐catalyzed domino coupling process of aryl substituted vinylic bromides 1, 9, 11, and 12, 5‐Membered palladacycles 3 are discussed as key intermediates.
The cycloaddition of spirobutenolide 3 to the homochiral cyclopentadiene 1 at 6.5 kbar leads exclusively to cycloadduct 5. Subsequent Diels-Alder or Michael additions again favour the cyclohexenone double bond; this perfect chemo- regio- and face selectivity was employed for a short and efficient approach to the wistarin framework.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.