A palladium-catalyzed multicomponent cascade reaction
of aryl iodides,
oxanorbornadiene, and diborns to access (Z)-alkenylborons
is reported. This transformation proceeds through the sequential carbopalladation/boronation/retro-Diels–Alder
domino reaction. The oxanorbornadiene used in this reaction serves
as an acetylene surrogate, which is generated via a retro-Diels–Alder
reaction. Such a stereoselective and scalable approach has a wide
range of functional group tolerance and good substrate universality.