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Discovery of a Practical Direct O2-Coupled Wacker Oxidation with Pd[(-)-sparteine]Cl2

Candace N. Cornell and Matthew S. Sigman*

*Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112-0850, Email: sigmanchem.utah.edu

C. N. Cornell, M. S. Sigman, Org. Lett., 2006, 8, 4117-4120.

DOI: 10.1021/ol061662h

Abstract

A direct O2-coupled Wacker oxidation with use of balloon pressure of O2, low catalyst loading and (-)-sparteine as a ligand on Pd prevents olefin isomerization and allows the oxidation of enantiomerically enriched substrates with no observed racemization.

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Key Words

Wacker-Tsuji Oxidation

ID: J54-Y2006-2570