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Deracemization of (±)-2,2-disubstituted epoxides via enantioconvergent chemoenzymatic hydrolysis using Nocardia EH1 epoxide hydrolase and sulfuric acid

✍ Scribed by Romano V.A. Orru; Wolfgang Kroutil; Kurt Faber

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 132 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)00201-3

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✦ Synopsis

2-Substituted (S)-1,2-diols were prepared in a one-pot procedure with >90% ee and >90% isolated yield via deracemization of (:l:)-2,2-disubstituted oxiranes through sequential (i) biocatalytic asymmetric hydrolysis using Nocardia EH1 epoxide hydrolase and (ii) acid catalyzed hydrolysis of the remaining oxirane enantiomer.

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