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Serial Ligand Catalysis:  A Highly Selective Allylic C−H Oxidation

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journal contribution
posted on 18.05.2005, 00:00 by Mark S. Chen, Narayanasamy Prabagaran, Nathan A. Labenz, M. Christina White
We are reporting a mild, chemo-, and highly regioselective Pd(II)-catalyzed allylic oxidation of α-olefins to furnish branched allylic esters that proceeds via a novel serial ligand catalysis mechanism in which two different ligands (i.e., vinyl sulfoxide 2 and BQ) interact sequentially with the metal to promote distinct steps of the catalytic cycle (i.e., C−H cleavage and π-allyl functionalization, respectively).