Artículos de revistas
Selective Oxidations of Organoboron Compounds Catalyzed by Baeyer-Villiger Monooxygenases
Fecha
2011Registro en:
ADVANCED SYNTHESIS & CATALYSIS, v.353, n.11/Dez, p.2169-2173, 2011
1615-4150
10.1002/adsc.201100029
Autor
BRONDANI, Patricia B.
GONZALO, Gonzalo de
FRAAIJE, Marco W.
ANDRADE, Leandro H.
Institución
Resumen
The applicability of Baeyer-Villiger monooxygenases (BVMOs) in organoboron chemistry has been explored through testing chemo-and enantioselective oxidations of a variety of boron-containing aromatic and vinylic compounds. Several BVMOs, namely: phenylacetone monooxygenase (PAMO), M446G PAMO mutant, 4-hydroxyacetophenone monooxygenase (HAPMO) and cyclohexanone monooxygenase (CHMO) were used in this study. The degree of chemoselectivity depends on the type of BVMO employed, in which the biocatalysts prefer boron-carbon oxidation over Baeyer-Villiger oxidation or epoxidation. Interestingly, it was discovered that PAMO can be used to perform kinetic resolution of boron-containing compounds with good enantioselectivities. These findings extend the known biocatalytic repertoire of BVMOs by showing a new family of compounds that can be oxidized by these enzymes.