Journal of the American Chemical Society 2004-08-11

Palladium-catalyzed oxygenation of unactivated sp3 C-H bonds.

Lopa V Desai, Kami L Hull, Melanie S Sanford

Index: J. Am. Chem. Soc. 126 , 9542-9543, (2004)

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Abstract

This communication describes a new palladium-catalyzed method for the oxygenation of unactivated sp3 C-H bonds. A wide variety of alkane substrates containing readily available oxime and/or pyridine directing groups are oxidized with extremely high levels of chemo-, regio-, and in some cases diastereoselectivity. The substrate scope of these reactions is discussed, and the high selectivities are rationalized on the basis of the requirements of putative palladium alkyl intermediates.