Highly α-position regioselective ring-opening of epoxides catalyzed by halohydrin dehalogenase from: Ilumatobacter coccineus: A biocatalytic approach to 2-azido-2-aryl-1-ols

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Abstract

Halohydrin dehalogenases are usually recognized as strict β-position regioselective enzymes in the nucleophile-mediated ring-opening of epoxides. Here we found the HheG from Ilumatobacter coccineus exhibited excellent α-position regioselectivity in the azide-mediated ring-opening of styrene oxide derivatives 1a-1k, producing the corresponding 2-azido-2-aryl-1-ols 2a-2k with the yields up to 96%.

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An, M., Liu, W., Zhou, X., Ma, R., Wang, H., Cui, B., … Chen, Y. (2019). Highly α-position regioselective ring-opening of epoxides catalyzed by halohydrin dehalogenase from: Ilumatobacter coccineus: A biocatalytic approach to 2-azido-2-aryl-1-ols. RSC Advances, 9(29), 16418–16422. https://doi.org/10.1039/c9ra03774h

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