6533b7d7fe1ef96bd126830b

RESEARCH PRODUCT

ChemInform Abstract: Assignment of the Absolute Configuration and Total Synthesis of (+)-Caripyrin.

Till OpatzLars Andernach

subject

symbols.namesakeComputational chemistryChemistryBoltzmann constantVibrational circular dichroismAbsolute configurationEnantioselective synthesissymbolsTotal synthesisGeneral MedicineSpectroscopyConformational isomerismDextrorotatory

description

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.

https://doi.org/10.1002/chin.201510285