The Hoye Group at the University of Minnesota

An NMR Method for Determination of Configuration of β-Substituted Carboxylic Acids

Thomas R. Hoye,* Abdel-Sattar S. Hamad, Dmitry O. Koltun, and Manomi A. Tennakoon
Department of Chemistry, University of Minnesota, Minneapolis, MN 55455
The absolute configuration at C(3) of β-chiral carboxylic acids can be determined from the sign of the 1H NMR chemical shift differences (Dd = dsyn - danti) of their 1-arylethylamide derivatives.
Shielding of one face to allow for shift differences to be observed