The creation of carbocyclic quaternary center (carbons bounded to four other carbons) with high levels of stereocontrol can be achieved through a combination of a Birch reduction-alkylation and the stereospecific Cope rearrangement. These reactions enable chemists to create a wide variety of biologically active molecules with potential therapeutic activities. I create these quaternary centers through a series of four reactions using o-anisic acid.  In the first step I perform a Birch Reduction and alkylation on the o-anisic acid. Numerous alkylating agents can be used to create various products. After the Birch Reduction the material undergoes an allylation and acid hydrolysis. A palladium catalyst with chiral ligands is used to perform a stereospecific decarboxylation creating the quaternary center. 

figure1