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- W2792352489 abstract "A straightforward chemoenzymatic synthesis of luliconazole has been developed. The key step involved the preparation of the enantiomerically pure β‐halohydrin (1 S )‐2‐chloro‐1‐(2,4‐dichlorophenyl)‐1‐ethanol through kinetic resolution of the corresponding racemic acetate. This was achieved by a hydrolytic approach, mediated by the lipase from Thermomyces lanuginosus or Novozym 435®. The latter enzyme proved to be a robust biocatalyst for the kinetic resolution, and the ( S )‐β‐halohydrin was obtained with high selectivity ( ee > 99 %, E > 200) after just 15 min, at 45 °C. It could be reused five times with maintenance of high values of both conversion and enantioselectivity. Subsequently, the ( S )‐β‐halohydrin was subjected to a mesylation reaction; the mesylated derivative reacted with 1‐cyanomethylimidazole in the presence of CS 2 to give luliconazole in 43 % yield with >99 % ee ." @default.
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- W2792352489 date "2018-05-11" @default.
- W2792352489 modified "2023-09-30" @default.
- W2792352489 title "Chemoenzymatic Synthesis of Luliconazole Mediated by Lipases" @default.
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- W2792352489 doi "https://doi.org/10.1002/ejoc.201800250" @default.
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