Mechanistic investigations of the palladium-catalyzed aerobic oxidative kinetic resolution of secondary alcohols using (-)-sparteine

JA Mueller, MS Sigman

Index: Mueller, Jaime A.; Sigman, Matthew S. Journal of the American Chemical Society, 2003 ,  vol. 125,  # 23  p. 7005 - 7013

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Citation Number: 119

Abstract

The mechanistic details of the Pd (II)/(-)-sparteine-catalyzed aerobic oxidative kinetic resolution of secondary alcohols were elucidated, and the origin of asymmetric induction was determined. Saturation kinetics were observed for rate dependence on [(-)-sparteine]. First-order rate dependencies were observed for both the Pd ((-)-sparteine) Cl2 concentration and the alcohol concentration at high and low [(-)-sparteine]. The oxidation ...