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Enantioselective Hydrolysis of Functionalized 2,2-Disubstituted Oxiranes with Bacterial Epoxide Hydrolases

✍ Scribed by Andreas Steinreiber; Ingrid Osprian; Sandra F. Mayer; Romano V. A. Orru; Kurt Faber


Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
295 KB
Volume
2000
Category
Article
ISSN
1434-193X

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Deracemization of (±)-2,2-disubstituted
✍ Romano V.A. Orru; Wolfgang Kroutil; Kurt Faber 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 132 KB

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 remain