Abstract:
The structure of a constrained bicyclic chiral derivatizing agent (CDA), 1,2,3,4-tetrahydro-1,4-epoxynaphthalene-1-carboxylic acid, THENA 1, was modified by replacing both exo-methylene protons with deuterium atoms. The modified CDA, THENA-d 2 2, could be used to assign the absolute configuration of chiral secondary alcohols with good reliability. Compared with THENA, the multiplicity of the methylene proton signals in the 1 H NMR spectra of THENA-d 2 derivatives is less complicated and the new CDA thus offers simpler NMR spectra for data interpretation. © 2019 Elsevier Ltd