Efficient Palladium-Catalyzed Nucleophilic Addition of Triorganoindium Reagents to Carbocyclic Derivatives

摘要

Palladium (0)-catalyzed allylic substitution reactions employing triorganoindium reagents have been investigated. In situ generated vinyl- and arylindiums react with substituted and unsubstituted cyclohex-2-enyl esters in the presence of 1―3 mol % Pd_2(dba)_3 to produce vinyl- or arylcyclohexenes in moderate to excellent yields. The ste-reoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.