Highly Enantioselective and Regioselective Biocatalytic Azidolysis of Aromatic Epoxides
- 13 December 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 3 (1) , 41-43
- https://doi.org/10.1021/ol0067540
Abstract
The halohydrin dehalogenase from Agrobacterium radiobacter AD1 catalyzed the highly enantioselective and β-regioselective azidolysis of (substituted) styrene oxides. By means of kinetic resolutions the remaining epoxide and the formed azido alcohol could be obtained in very high ee. In a large scale conversion, the decrease in yield and selectivity due to the uncatalyzed chemical side reaction could be overcome by slow addition of azide.Keywords
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