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

✍ Scribed by Wolfram Krenn; Petra Verdino; Georg Uray; Kurt Faber; C. Oliver Kappe

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 106 KB
Volume: 11
Category: Article
ISSN: 0899-0042
DOI: 10.1002/(sici)1520-636x(1999)11:8<659::aid-chir8>3.0.co;2-v

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✦ Synopsis

The absolute configuration of three 4-aryl-3,4-dihydro-2(1H)-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.

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