Lipase-catalysed transesterification in the preparation of optically active solketal
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 23,p. 3459-3463
- https://doi.org/10.1039/p19940003459
Abstract
A lipase-catalysed method for a large-scale preparation of both (R)-(ee 99%) and (S)-solketal (ee 94% after double resolution) has been described. Separation of the reaction products in the resolution mixture was achieved by extraction/distillation and the unwanted enantiomer was racemized and recycled.Keywords
This publication has 34 references indexed in Scilit:
- Tailoring lipase specificity by solvent and substrate chemistriesThe Journal of Organic Chemistry, 1993
- Kinetic Resolution of Racemic GlycerolDerivatives with Lipase and Quinohemoprotein Alcohol DehydrogenaseAnnals of the New York Academy of Sciences, 1992
- Acid catalyzed racemization of 1-(heterocyclyloxy)-2,3-propanediolsThe Journal of Organic Chemistry, 1992
- Kinetic isotope effect investigation of enzyme mechanisms in organic solventsJournal of the American Chemical Society, 1990
- Hydrolytic microbial resolution of 1,2-O-isopropylidenglycerol: Improvements by using esters with homologous fatty acidsBiotechnology Letters, 1990
- Demonstration of structural integrity of an enzyme in organic solvents by solid-state NMRJournal of the American Chemical Society, 1989
- Facile process for enzymic resolution of racemic alcohols.CHEMICAL & PHARMACEUTICAL BULLETIN, 1989
- Rules for optimization of biocatalysis in organic solventsBiotechnology & Bioengineering, 1987
- Penicillinacylase and α-chymotrypsin catalysed hydrolysis of phenylacetate and phenylpropionate esters of 2,2-dimethyl-1,3-dioxolane-4-methanolsJournal of the Chemical Society, Chemical Communications, 1987
- Enzymatic synthesis of 2,3-O-isopropylidene-sn-glycerol, a chiral building block for platelet-activating factor.CHEMICAL & PHARMACEUTICAL BULLETIN, 1986