Isotopically Chiral Probes for in Situ High-Throughput Asymmetric Reaction Analysis

Isotopically Chiral Probes for in Situ High-Throughput Asymmetric Reaction Analysis

In this work, we disclose a high-throughput screening assay for in situ analysis of enantioselection. The assay makes use of enantioenriched probe substrates that are isotopically chiral by virtue of a 13C isotope label. Upon catalytic asymmetric transformation, the carbon labels in the pseudoenanti...

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Veröffentlicht in:Journal of the American Chemical Society 2002-08, Vol.124 (31), p.9020-9021
Hauptverfasser: Evans, Michael A, Morken, James P
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Chemistry
Exact sciences and technology
Indicators and Reagents
Magnetic Resonance Spectroscopy - methods
Molecular Conformation
Organic chemistry
Peptide Library
Stereoisomerism
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Zusammenfassung:In this work, we disclose a high-throughput screening assay for in situ analysis of enantioselection. The assay makes use of enantioenriched probe substrates that are isotopically chiral by virtue of a 13C isotope label. Upon catalytic asymmetric transformation, the carbon labels in the pseudoenantiomeric reaction products are in alternate diastereotopic environments and therefore lead to unique resonances. Simple integration allows for calculation of conversion and enantioselection.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja026703t