Lipase-catalyzed Irreversible Transesterification of Secondary Alcohols Using Isopropenyl Acetate

Ghanem, Ashraf ; E. Bayer 1927–2002, Volker"> SchurigRID="a"ID="a" Dedicated to the Memory of Prof. E. Bayer 1927–2002, Volker

In: Monatshefte für Chemie / Chemical Monthly, 2003, vol. 134, no. 8, p. 1151-1157

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    Summary.:  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)