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The use of a chiral lanthanide shift reagent to determine the enantiomeric purity of some essential oil constituents
Author(s) -
Ravid Uzi,
Putievsky Eli,
Bassat Michal,
Ikan Raphael,
Weinstein Vera
Publication year - 1988
Publication title -
flavour and fragrance journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.393
H-Index - 70
eISSN - 1099-1026
pISSN - 0882-5734
DOI - 10.1002/ffj.2730030306
Subject(s) - chemistry , enantiomer , lanthanide , reagent , enantiomeric excess , terpene , organic chemistry , enantioselective synthesis , catalysis , ion
Chiral alcohols and acetates were isolated with high chemical purities from various essential oils. The enantiomeric purities of the chiral oxygenated terpenes were compared with the synthetic racemic terpenes by 1 H‐NMR ‘polarimetry’ in the presence of various molar ratios of a chiral lanthanide shift reagent, Eu(hfc) 3 . The singlet methyl resonance of the acetate in the 1 H‐NMR spectra is more helpful than the other resolved resonances of the alcohols in determining the enantiomeric purity. Efforts to use Eu(hfc) 3 to determine the enantiomeric composition of 4‐substituted γ‐lactones were not successful.