Lipase-catalyzed Irreversible Transesterification of Secondary Alcohols Using Isopropenyl Acetate
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- Ghanem, A. & SchurigRID="a"ID="a" Dedicated to the Memory of Prof.
E. Bayer1927–2002, V. Monatshefte für Chemie (2003) 134: 1151. doi:10.1007/s00706-003-0025-1
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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-β-Dex containing an undecamethylene spacer (C11-Chirasil-Dex).