An Experimentally Derived Model for Stereoselectivity in the Aerobic Oxidative Kinetic Resolution of Secondary Alcohols by (Sparteine)PdCl_2
A model for asymmetric induction in palladium-catalyzed aerobic oxidative kinetic resolution is described. The model is based on coordination complexes and general reactivity trends of the parent (sp)PdCl2 catalyst. The first example of a nonracemic chiral palladium alkoxide complex is presented, and exhibits the subtle steric influences of the C1symmetric ligand sparteine.
Additional Information© 2004 American Chemical Society. Received 11 November 2003. Published online 18 March 2004. Published in print 1 April 2004. We are grateful to Caltech and the A. P. Sloan Foundation for financial support. We are indebted to Dr. M. W. Day and Mr. L. M. Henling for X-ray crystallographic expertise as well as to Professors J. E. Bercaw, R. H. Grubbs, H. B. Gray, and J. C. Peters and their groups for assistance and helpful discussions.
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