Exploiting the enantioselectivity of Baeyer-Villiger monooxygenases via boron oxidation
PB Brondani, H Dudek, JS Reis, MW Fraaije…
Index: Brondani, Patricia B.; Dudek, Hanna; Reis, Joel S.; Fraaije, Marco W.; Andrade, Leandro H. Tetrahedron Asymmetry, 2012 , vol. 23, # 9 p. 703 - 708
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Citation Number: 12
Abstract
The enantioselective carbon–boron bond oxidation of several chiral boron-containing compounds by Baeyer-Villiger monooxygenases was evaluated. PAMO and M446G PAMO conveniently oxidized 1-phenylethyl boronate into the corresponding 1-(phenyl) ethanol (ee= 82–91%). Cyclopropyl boronic esters were also oxidized but with no enantioselectivity. β-Boryl carboxylic esters were not oxidized by any BVMOs.
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