Chemoenzymatic intermolecular haloether synthesis
Shaohang Chen (Wuhan University of Science and Technology)
Jiaan Zhang (Wuhan University of Science and Technology)
Zhigang Zeng (Wuhan University of Science and Technology)
Zongjie Dai (Chinese Academy of Sciences)
Qinhong Wang (Chinese Academy of Sciences)
Ron Wever (Universiteit van Amsterdam)
Frank Hollmann (TU Delft - BT/Biocatalysis)
W. Zhang (Chinese Academy of Sciences, TU Delft - BT/Biocatalysis)
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Abstract
A chemoenzymatic method for the synthesis of haloethers is presented. A combination of enzymatic hypohalite synthesis with spontaneous oxidation of alkenes and nucleophilic attack by various alcohols enabled the synthesis of a wide range of haloethers. The reaction system has been characterised and current imitations have been worked out. In the present, aqueous reaction system, hydroxyhalide formation represents the main undesired side reaction. Nevertheless, semi-preparative scale synthesis of a range of haloethers is demonstrated.
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