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Title: Application of deuterated THENA for assigning the absolute configuration of chiral secondary alcohols
Authors: Jakapun Soponpong
Kulvadee Dolsophon
Chawanee Thongpanchang
Anthony Linden
Tienthong Thongpanchang
Mahidol University
University of Zurich
Thailand National Center for Genetic Engineering and Biotechnology
Srinakharinwirot University
Keywords: Biochemistry, Genetics and Molecular Biology;Chemistry
Issue Date: 7-Feb-2019
Citation: Tetrahedron Letters. Vol.60, No.6 (2019), 497-500
Abstract: © 2019 Elsevier Ltd 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.
ISSN: 18733581
Appears in Collections:Scopus 2019

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