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Kinetic Resolution of Primary 2-methylalcohols via Pseudomonas cepacia Lipase Catalysed Enantioselective Acylation
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.
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.ORCID iD: 0000-0002-5543-2041
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2000 (English)In: Journal of The Chemical Society. Perkin Transactions 1, ISSN 1472-7781, 367-376 p.Article in journal (Refereed) Published
Abstract [en]

The enantioselectivities of lipases from Pseudomonas cepacia (PFL, Amano PS, etc.) towards a series of primary 2-methyl-substituted alcohols using vinyl acetate as the acyl donor in transesterifications in organic solvents were studied. In terms of enantioselectivity, the best results were found for 3-aryl-2-methylpropan-1-ols with enantiomeric ratios (E-values) over 100 in most cases, whereas other 3-substituted primary 2-methylpropan-1-ols generally displayed lower enantioselectivities: 3-cycloalkyl-2-methylpropan-1-ols (E ≈ 20) and 2-methylalkan-1-ols (E ≈ 10). Moving the aryl group closer or further away from the chiral centre resulted in low enantioselectivities: 2-arylpropan-1-ols (E < 10), 2-methyl-4-(2-thienyl)butan-l-ol (E = 12), 2-methyl-5-(2-thienyl)pentan-l-ol (E=3.2) and 2-methyl-6-(2-thienyl)hexan-l-ol (E=3.8).

Place, publisher, year, edition, pages
2000. 367-376 p.
Keyword [sv]
Enzymer kinetisk resolvering
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:miun:diva-2278DOI: 10.1039/a908023fISI: 000085054900014Scopus ID: 2-s2.0-0034615196Local ID: 1854OAI: oai:DiVA.org:miun-2278DiVA: diva2:27310
Available from: 2008-09-30 Created: 2008-09-30 Last updated: 2016-10-11Bibliographically approved

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Nordin, OveNguyen, Ba-VuVörde, CarinHedenström, ErikHögberg, Hans-Erik
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CiteExportLink to record
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