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Determination of absolute configuration in 4‐aryl‐3,4‐dihydro‐2(1 H )‐pyrimidones by high performance liquid chromatography and CD spectroscopy
Author(s) -
Krenn Wolfram,
Verdino Petra,
Uray Georg,
Faber Kurt,
Kappe C. Oliver
Publication year - 1999
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1999)11:8<659::aid-chir8>3.0.co;2-v
Subject(s) - chemistry , absolute configuration , enantiomer , circular dichroism , aryl , chiral column chromatography , high performance liquid chromatography , spectroscopy , chromatography , resolution (logic) , chiral stationary phase , chiral derivatizing agent , kinetic resolution , analytical chemistry (journal) , stereochemistry , organic chemistry , catalysis , enantioselective synthesis , alkyl , physics , quantum mechanics , artificial intelligence , computer science
The absolute configuration of three 4‐aryl‐3,4‐dihydro‐2(1 H )‐pyrimidones (Biginelli compounds, DHPMs) was established by comparison of the typical circular dichroism (CD) spectra of individual enantiomers with reference samples of known absolute configuration. The enantiomers were obtained by semipreparative separation of racemic mixtures on a Chiralcel OD‐H chiral stationary phase. The method was used to establish the enantiopreference of various lipases in biocatalytic kinetic resolution experiments employing activated DHPM esters. Chirality 11:659–662, 1999. © 1999 Wiley‐Liss, Inc.