Highly Enantioselective and Regioselective Biocatalytic Azidolysis of Aromatic Epoxides
Organic Letters2000Vol. 3(1), pp. 41–43
Citations Over TimeTop 22% of 2000 papers
Jeffrey H. Lutje Spelberg, Johan E. T. van Hylckama Vlieg, Lixia Tang, Dick B. Janssen, Richard M. Kellogg
Abstract
[figure: see text] The halohydrin dehalogenase from Agrobacterium radiobacter AD1 catalyzed the highly enantioselective and beta-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.
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