LIPASE-CATALYZED RESOLUTION OF 2-DIALKYLAMINOMETHYLCYCLOHEXANOLS

Citation
E. Forro et al., LIPASE-CATALYZED RESOLUTION OF 2-DIALKYLAMINOMETHYLCYCLOHEXANOLS, Tetrahedron : asymmetry, 9(3), 1998, pp. 513-520
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
9
Issue
3
Year of publication
1998
Pages
513 - 520
Database
ISI
SICI code
0957-4166(1998)9:3<513:LRO2>2.0.ZU;2-P
Abstract
The lipase PS-and Novozym 435-catalysed resolutions of 2-dialkylaminom ethylcyclohexanols (A-F) with various vinyl esters were studied in dif ferent organic media. High enantioselectivity (E>200) was observed whe n vinyl acetate was used as an acylating agent and diethyl ether as a solvent. The (1R,2R) enantiomers react preferentially in the case of t he cis isomers, whereas the (1R,2S) enantiomers do so in the case of t he trans counterparts, Reaction rates were markedly affected by the so lvent and by the quantity of the enzyme. (C) 1998 Elsevier Science Ltd . All rights reserved.