Biocatalytic cleavage of alkenes with O2 and Trametes hirsuta G FCC 047

Lara, M.; Mutti, F.G.; Glueck, S.M.; Kroutil, W.;

Eur. J. Org. Chem., 2008, 3668 – 3672. DOI: 10.1002/ejoc.200800261


Alkenes possessing a C=C double bond adjacent to an aromatic ring were cleaved to yield the corresponding carbonyl compounds by use of molecular oxygen as the sole oxidant and a cell-free extract of the wood-degrading fungus Trametes hirsuta FCC 047 as catalyst. The oxygen pressure required was optimized. Special adapted equipment allowed 96 reactions to be performed in parallel under controlled oxygen pressure. A broad spectrum of aryl-alkenes was successfully converted into the corresponding ketones/aldehydes with excellent chemoselectivity under a controlled oxygen atmosphere (2 bar).