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

Ashraf Ghanem, Volker Schurig

Research output: Contribution to journalArticle

32 Citations (Scopus)

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)-β-cyclodextrin.

Original languageEnglish
Pages (from-to)118-123
Number of pages6
JournalChirality
Volume13
Issue number2
DOIs
Publication statusPublished - 15 Feb 2001

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Acetylation
Enantiomers
Transesterification
Cyclodextrins
Molecular sieves
Lipases
Lipase
Gas chromatography
Gas Chromatography
Organic solvents
Acetates
Alcohols
Ethanol
Kinetics
Substrates
isopropenyl acetate
1-(2-furyl)ethanol

Cite this

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Lipase-catalyzed irreversible transesterification of 1-(2-furyl)ethanol using isopropenyl acetate. / Ghanem, Ashraf; Schurig, Volker.

In: Chirality, Vol. 13, No. 2, 15.02.2001, p. 118-123.

Research output: Contribution to journalArticle

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AU - Schurig, Volker

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KW - Enzymatic kinetic resolution

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