Publication | Closed Access
Long-Range Shielding Effects in the <sup>1</sup>H NMR Spectra of Mosher-like Ester Derivatives
21
Citations
13
References
2010
Year
Long-range Shielding EffectsSymmetrical Carbinols IiBioorganic ChemistryMagnetic ResonanceOrganic ChemistryChemistryDeltadelta ValuesChemical DerivativeSpectra-structure CorrelationMosher-like Ester DerivativesStereoselective SynthesisChemical Shift DifferencesBiochemistryPharmacologyAsymmetric CatalysisEnantioselective SynthesisMagnetic Resonance SpectroscopyNatural SciencesSpectroscopyProtein NmrMedicineDerivative (Chemistry)Nuclear Magnetic Resonance SpectroscopyDrug Analysis
The relative magnitudes of the chemical shift differences (Deltadeltas) in the two diastereomers of menthyl esters of known chiral derivatizing agents (CDAs) were compared to those of the alpha-methoxy-alpha-trifluoromethyl-1-naphthylacetyl (MTN((1))A) analogues I. Discrimination of the terminal diastereotopic methyl resonances in esters of the homologous, symmetrical carbinols II was evaluated. Remarkably, the methyls differed in the MTN((1))A esters III even when n = 15; an unexpected crossover in the sign of the Deltadelta values was also observed.
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