S. Hamman, M. Barrelle, F. Tetaz
Oct 1, 1987
Citations
0
Influential Citations
38
Citations
Journal
Journal of Fluorine Chemistry
Abstract
Abstract 2-Fluoro-2-phenyl acetic acid was synthetized from phenylglycine through a fluorodeamination reaction in a HF : pyridine mixture or from ethylmandelate through fluorodehydroxylation using the reagent fluoroamine (FAR). The specific rotation of S-2-fluoro-2-phenyl acetic acid is [α] 20D = + 153° in chloroform at concentration c = 1,25 g/100 ml. This acid can be used as a derivatizing chiral agent : the enantiomers can be distinguished and the enantiomeric excess of secondary alcohols can be determined by 19F NMR spectra of the corresponding esters.