Journal
CHIRALITY
Volume 18, Issue 6, Pages 413-418Publisher
WILEY
DOI: 10.1002/chir.20266
Keywords
cD spectra; time-dependent density functional theory; absolute configuration; ascolactone
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Two stereoisomers of ascolactone (A, B), natural products with two asymmetric carbon atoms, are isolated from the marine-derived fungus Ascochyta salicorniae. Although these compounds show virtually opposite CD spectra and [alpha]D, H-1 and C-13-NMR data exclude the presence of enantiomers and suggest ascolactone A and B to be epimeric lactones. By comparing the experimental CD spectra with those calculated employing time-dependent density functional theory (TDDFT), we elucidate the configuration at one of the asymmetric carbon atoms.
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