Determination of absolute configuration in 4-aryl-3,4-dihydro-2(1H)-pyrimidones by high performance liquid chromatography and CD spectroscopy

Authors
Krenn, W Verdino, P Uray, G Faber, K Kappe, CO
Citation
W. Krenn et al., Determination of absolute configuration in 4-aryl-3,4-dihydro-2(1H)-pyrimidones by high performance liquid chromatography and CD spectroscopy, CHIRALITY, 11(8), 1999, pp. 659-662
Citations number
17
Categorie Soggetti
Chemistry & Analysis
Journal title
CHIRALITY
ISSN journal
08990042 → ACNP
Volume
11
Issue
8
Year of publication
1999
Pages
659 - 662
Database
ISI
SICI code
0899-0042(1999)11:8<659:DOACI4>2.0.ZU;2-K
Abstract
The absolute configuration of three 4-aryl-3,4-dihydro-2 (1H)-pyrimidones ( Biginelli compounds, DHPMs) was established by comparison of the typical ci rcular dichroism (CD) spectra of individual enantiomers with reference samp les of known absolute configuration. The enantiomers were obtained by semip reparative separation of racemic mixtures on a Chiralcel OD-H chiral statio nary phase. The method was used to establish the enantiopreference of vario us lipases in biocatalytic kinetic resolution experiments employing activat ed DHPM esters. (C) 1999 Wiley-Liss, Inc.