Understanding Reactivity and Stereoselectivity in Palladium-Catalyzed Diastereoselective sp3 C–H Bond Activation: Intermediate Characterization and Computational …

R Giri, Y Lan, P Liu, KN Houk, JQ Yu

Index: Giri, Ramesh; Lan, Yu; Liu, Peng; Houk; Yu, Jin-Quan Journal of the American Chemical Society, 2012 , vol. 134, # 34 p. 14118 - 14126

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Citation Number: 71

Abstract

The origin of the high levels of reactivity and diastereoselectivity (> 99: 1 dr) observed in the oxazoline-directed, Pd (II)-catalyzed sp3 C–H bond iodination and acetoxylation reactions as reported in previous publications has been studied and explained on the basis of experimental and computational investigations. The characterization of a trinuclear chiral C– H insertion intermediate by X-ray paved the way for further investigations into C–H ...