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. 2002 Nov 27;124(47):13978-9.
doi: 10.1021/ja026734o.

Chemospecific chromium[VI] catalyzed oxidation of C-H bonds at -40 degrees C1

Seongmin Lee  1 , P L Fuchs
Affiliations

Chemospecific chromium[VI] catalyzed oxidation of C-H bonds at -40 degrees C1

Seongmin Lee et al. J Am Chem Soc. .

Abstract

H5IO6 in the presence of catalytic chromoyl diacetate is a powerful method for oxidation of C-H bonds. Tertiary and oxygen activated C-H bonds are oxidized to tertiary alcohols or ketones at temperatures as low as -40 degrees C. The putative reagent is neutral dioxoperoxy chromium[VI] which undergoes C-H oxidation with retention of stereochemistry. This reagent appears to be the first reagent capable of oxidation of a C-H bond in the presence of an olefin without concomitant epoxidation.

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