Intramolecular trans ‐Carbocarbonation of Carbon‐Carbon Triple Bonds by an anti ‐Carbopalladation/Suzuki Coupling Cascade

An intramolecular palladium‐catalyzed trans ‐carbocarbonation cascade is presented that consists of a formal anti ‐carbopalladation of an internal carbon‐carbon triple bond terminated by a Suzuki cross‐coupling reaction. The key to success in obtaining the anti ‐geometry of the emerging double bond is the use of alkyne units with substituents that avoid β ‐hydride elimination (e. g. tert‐ butyl or silyl). The products, involving tetrasubstituted double bonds embedded in a seven‐ or eight‐membered ring system, are formed in moderate to good yields.