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Lipase-catalyzed irreversible transesterification of 1-(2-furyl)ethanol using isopropenyl acetate

Citation

Ghanem, A and Schurig, V, Lipase-catalyzed irreversible transesterification of 1-(2-furyl)ethanol using isopropenyl acetate, Chirality, 13, (2) pp. 118-123. ISSN 0899-0042 (2001) [Refereed Article]


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The definitive published version is available online at: http://interscience.wiley.com

Official URL: http://interscience.wiley.com

DOI: doi:10.1002/1520-636X(2001)13:2<118::AID-CHIR1007>3.0.CO;2-Q

Abstract

Asymmetric acetylation of racemic 1-(2-furyl)ethanol with the innocuous acyl donor isopropenyl acetate catalyzed by lipases in organic media afforded the chiral alcohol and acetate in high enantiomeric excess (up to 99%). The effect of molecular sieves as well as organic solvents on the kinetic resolution were studied. An effective separation of the enantiomers of both substrate and product was performed using gas chromatography on the chiral stationary phase heptakis-(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)--cyclodextrin.

Item Details

Item Type:Refereed Article
Keywords:enzymatic kinetic resolution; enantiomeric excess; gas chromatography; lipase; heptakis-(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)--cyclodextrin
Research Division:Chemical Sciences
Research Group:Organic Chemistry
Research Field:Organic Green Chemistry
Objective Division:Expanding Knowledge
Objective Group:Expanding Knowledge
Objective Field:Expanding Knowledge in the Chemical Sciences
Author:Ghanem, A (Dr Ashraf Ghanem)
ID Code:57746
Year Published:2001
Web of Science® Times Cited:28
Deposited By:Austn Centre for Research in Separation Science
Deposited On:2009-08-12
Last Modified:2009-08-13
Downloads:0

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