ChemInform Abstract In order to develop reagents which are more efficient than MTPA (α-methoxy-α-trifluoromethylphenylacetic acid) for the determination of enantiomeric excess, several fluoroacetic esters such as (I) are prepared and the 1H and 19F chemical shift differences of their s-butyl ester, α-phenylethyl ester and α-phenylethylamide diastereomeric pairs measured. The presence of both a bulky group and a single fluorine atom, and also a heteroatom group in some cases, on the chiral carbon atom are shown to be an important structural requirement in designing improved reagents for the e.e. determination.
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