Efficient palladium-catalyzed nucleophilic addition of triorganoindium reagents to carbocyclic derivatives.
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 stereoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.
Baker
Lucas
L
Department of Chemistry, Harvey Mudd College, Claremont, California 91711, USA.
Minehan
Thomas
T