Practical Synthesis of Optically Pure Methyl (2R,3S)-2,3-Epoxybutanoate via Microbial Asymmetric Reduction of α-Chloroacetoacetate
- 1 January 1993
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1993 (05) , 513-516
- https://doi.org/10.1055/s-1993-25895
Abstract
Asymmetric reduction of ethyl α-chloroacetoacetate (3) with Baker's yeast followed by treatment with sodium ethoxide afforded a mixture of ethyl (2R,3S)-( 8) and (2S,3S)-2,3-epoxybutanoate (9) (8/9, 85:15), which could be converted into the optically pure methyl (2R,3S)-2,3-epoxybutanoate (25) via one recrystallization of the brucine salt of the diastereomeric mixture of the corresponding epoxy acid.Keywords
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