Angewandte Chemie International Edition in English · 1986 · 10 citations · 3 references
Natural SciencesChemistryOrganic ChemistrySpectroscopic AnalysisSpectroscopyChiral RecognitionMolecular SymmetryRadical ReactionsStructural ElucidationChiral Analysis By SpectroscopyChiral Recognition Mechanisms
1 serves as a model compound for natural products in which an OH-group is attached to an asymmetric C-atom. It was oxidized with PbO2 to the paramagnetic phenoxy radical 2. After addition of a chiral amine, two signals appeared in the ENDOR spectrum in the ratio 1:1 for the H-atom at the asymmetric C-atom. They are assigned to the two enantiomers (R)-2 and (S)-2.
3