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RESEARCH PRODUCT
Assignment of the Absolute Configuration and Total Synthesis of (+)-Caripyrin
Till OpatzLars Andernachsubject
StereochemistryChemistryOrganic ChemistryVibrational circular dichroismEnantioselective synthesisAbsolute configurationInfrared spectroscopyTotal synthesisPhysical chemistryPhysical and Theoretical ChemistrySpectroscopyConformational isomerismDextrorotatorydescription
The antifungal secondary metabolite (+)-caripyrin was studied by vibrational circular dichroism spectroscopy. Analysis of the recorded data, with the Boltzmann weighted-average of the spectra calculated at the B3LYP/6-311G(d,p) level of theory for all relevant conformers, unequivocally proved the (R,R)-configuration for the dextrorotatory natural product. Based on this finding, a short enantioselective synthesis of (+)-caripyrin was developed.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2014-06-24 | European Journal of Organic Chemistry |