engleski

One-pot Biocatalytic Synthesis of (S)-4-Chloro-3-hydroxybutanoate and Methyl (S)-Cyano-3-hydroxybutanoate

The kinetic resolution of methyl 4-chloro-3-hydroxybutanoate by enantioselective epoxide ring opening with cyanide and a mutant halohydrin dehalogenase1 afforded two versatile building blocks in highly enantioenriched form (>95 % ee) and in high yield (81 % total yield). The transformation of halohydrin to cyanohydrin proceeds via an epoxide intermediate that is transiently present in low amount during the reaction. This is an example of a sequential kinetic resolution in which two steps are catalysed by a single halohydrin dehalogenase.

biocatalysis, halohydrin dehalogenase, epoxide

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