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Lipase-catalyzed Irreversible Transesterification of Secondary Alcohols Using Isopropenyl Acetate


Ghanem, A and Schurig, V, Lipase-catalyzed Irreversible Transesterification of Secondary Alcohols Using Isopropenyl Acetate, Monatshefte fur Chemie / Chemical Monthly, 134, (8) pp. 1151-1157. ISSN 0026-9247 (2003) [Refereed Article]

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DOI: doi:10.1007/s00706-003-0025-1


Asymmetric acetylation of a set of secondary alcohols with the innocuous acyl donor isopropenyl acetate catalyzed by a lipase from Pseudomonas cepacia immobilized on ceramic particles (PSL-C) in toluene as organic medium afforded the chiral alcohols and the corresponding acetates in high enantiomeric excess (up to 99%). An effective baseline separation of the enantiomers of both substrate and product was performed in one analysis without derivatization using gas chromatography on a new chiral stationary phase (CSP) Chirasil-beta-Dex containing an undecamethylene spacer (C11-Chirasil-Dex).

Item Details

Item Type:Refereed Article
Keywords:Enantiomeric resolution; Irreversible transesterification; Lipase; Secondary alcohols; Gas chromatography.
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
UTAS Author:Ghanem, A (Dr Ashraf Ghanem)
ID Code:58303
Year Published:2003
Web of Science® Times Cited:10
Deposited By:Austn Centre for Research in Separation Science
Deposited On:2009-09-25
Last Modified:2009-09-25

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