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Free keywords:
Enantioselectivity; CH-activation; P450; Monooxygenase; Diastereoselectivity
Abstract:
The selective partial oxidation of small non-functionalized molecules using biocatalysis based on P450 monooxygenases is known to be difficult due to the expected poor regio- and stereoselectivity, but in this study it was nevertheless attempted. 1-Methylcyclohexene was subjected to oxygen-mediated biocatalytic oxidation using P450-BM3 as the catalyst. Both oxidative hydroxylation and epoxidation were observed, in some cases leading to hydroxy epoxides with high diastereo- and enantioselectivity especially when employing BM3 mutants.