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Preparation of the four stereoisomers of 3-bromo-2-butanol or their acetates via lipase-catalysed resolutions of the racemates derived from dl- or meso-2,3-butanediol
Mid Sweden University, Faculty of Science, Technology and Media, Department of Natural Sciences.
Mid Sweden University, Faculty of Science, Technology and Media, Department of Natural Sciences.
2005 (English)In: Tetrahedron: asymmetry, ISSN 0957-4166, E-ISSN 1362-511X, Vol. 16, no 15, 2607-2611 p.Article in journal (Refereed) Published
Abstract [en]

The four stereoisomeric 3-bromo-2-butanols and/or their acetates were prepared via lipase-catalysed kinetic resolution by hydrolyses of the acetates of the (+/-)-syn- and (+/-)-anti-3-bromo-2-butanols, or via esterifications of the alc hols. The diastereomeric bromoacetates were obtained by syntheses from the dl- and meso-2,3-butanediols, respectively. On a preparative scale, the four stereoisomers, either as the free alcohols or as their acetates, were obtained in > 95% ee, and in 35-40% yield (based on the starting racemates).

Place, publisher, year, edition, pages
2005. Vol. 16, no 15, 2607-2611 p.
Keyword [en]
3-bromo-2-butanol, lipase, resolution
National Category
Chemical Sciences Industrial Biotechnology
Identifiers
URN: urn:nbn:se:miun:diva-3643DOI: 10.1016/j.tetasy.2005.06.028ISI: 000234625700013Local ID: 3701OAI: oai:DiVA.org:miun-3643DiVA: diva2:28675
Available from: 2008-09-30 Created: 2008-09-30 Last updated: 2011-05-29Bibliographically approved

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Liu, RongHögberg, Hans-Erik
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