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Determination of the enantiomeric excesses of chiral acids by 19F NMR studies of their esters deriving from (R)-(+)-2-(trifluoromethyl)benzhydrol
- Source :
- Tetrahedron: Asymmetry. 5:1191-1194
- Publication Year :
- 1994
- Publisher :
- Elsevier BV, 1994.
-
Abstract
- 15 Chiral acids were esterified with optically pure (R)-(+)-2-(trifluoromethyl)benzhydrol (R)-(+)- 1 , a readily available reagent. With respect to the carboxy group, the stereogenic centre is in the β position in the case of the acids 5a–10a and 12a–16a , and in the α position in the case of the acids 17a–20a . The diastereomeric excesses of the corresponding esters 5b–10b and 12b–20b , respectively, were easily determined by means of 19 F NMR. These d.e. values were in very good agreement with the e.e. values of the corresponding acids when the latter were known compounds.
- Subjects :
- chemistry.chemical_classification
Trifluoromethyl
Stereochemistry
Carboxylic acid
Organic Chemistry
Diastereomer
Nuclear magnetic resonance spectroscopy
Fluorine-19 NMR
Catalysis
Stereocenter
Inorganic Chemistry
chemistry.chemical_compound
chemistry
Physical and Theoretical Chemistry
Enantiomer
Enantiomeric excess
Subjects
Details
- ISSN :
- 09574166
- Volume :
- 5
- Database :
- OpenAIRE
- Journal :
- Tetrahedron: Asymmetry
- Accession number :
- edsair.doi...........bfa8f589853a0eb6ecd56d1231baf42c
- Full Text :
- https://doi.org/10.1016/0957-4166(94)80154-1