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Nordin, Ove
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Nordin, O., Nguyen, B.-V., Vörde, C., Hedenström, E. & Högberg, H.-E. (2000). Kinetic Resolution of Primary 2-methylalcohols via Pseudomonas cepacia Lipase Catalysed Enantioselective Acylation. Journal of The Chemical Society. Perkin Transactions 1, 367-376
Open this publication in new window or tab >>Kinetic Resolution of Primary 2-methylalcohols via Pseudomonas cepacia Lipase Catalysed Enantioselective Acylation
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2000 (English)In: Journal of The Chemical Society. Perkin Transactions 1, ISSN 1472-7781, p. 367-376Article 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).

Keywords
Enzymer kinetisk resolvering
National Category
Chemical Sciences
Identifiers
urn:nbn:se:miun:diva-2278 (URN)10.1039/a908023f (DOI)000085054900014 ()2-s2.0-0034615196 (Scopus ID)1854 (Local ID)1854 (Archive number)1854 (OAI)
Available from: 2008-09-30 Created: 2008-09-30 Last updated: 2016-10-11Bibliographically approved
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