Catalytic allylic oxidation with a recyclable, fluorous seleninic acid.
In conjunction with iodoxybenzene as reoxidant perfluorooctylseleninic acid catalyzes the allylic oxidation of alkenes to enones in trifluoromethylbenzene at reflux in moderate to good yield. After a reductive workup with sodium metabisulfite, the catalyst is recovered by fluorous extraction in the form of bis(perfluorooctyl) diselenide, which, itself, serves as a convenient catalyst precursor. [reaction: see text]
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL 60607-7061, USA. dcrich@uic.edu
David
D
Crich
Yekui
Y
Zou