Chemospecific chromium[VI] catalyzed oxidation of C-H bonds at -40 degrees C1.
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.
Lee
Seongmin
S
Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, USA.
Fuchs
P L
PL
D002384:Catalysis; D002857:Chromium / Q000737:chemistry*; D003080:Cold Temperature; D010084:Oxidation-Reduction; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000737:chemistry*
D013141:Spiro Compounds; D002857:Chromium