Publication: Application of deuterated THENA for assigning the absolute configuration of chiral secondary alcohols
Issued Date
2019-02-07
Resource Type
ISSN
18733581
00404039
00404039
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2-s2.0-85059805363
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Mahidol University
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SCOPUS
Bibliographic Citation
Tetrahedron Letters. Vol.60, No.6 (2019), 497-500
Suggested Citation
Jakapun Soponpong, Kulvadee Dolsophon, Chawanee Thongpanchang, Anthony Linden, Tienthong Thongpanchang Application of deuterated THENA for assigning the absolute configuration of chiral secondary alcohols. Tetrahedron Letters. Vol.60, No.6 (2019), 497-500. doi:10.1016/j.tetlet.2019.01.013 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/50259
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Title
Application of deuterated THENA for assigning the absolute configuration of chiral secondary alcohols
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.