Exploiting the enantioselectivity of Baeyer-Villiger monooxygenases via boron oxidation

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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