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Application of deuterated THENA for assigning the absolute configuration of chiral secondary alcohols
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Metadata
Document Title
Application of deuterated THENA for assigning the absolute configuration of chiral secondary alcohols
Author
Soponpong J, Dolsophon K, Thongpanchang C, Linden A, Thongpanchang T
Name from Authors Collection
Affiliations
Mahidol University; Mahidol University; Srinakharinwirot University; National Science & Technology Development Agency - Thailand; National Center Genetic Engineering & Biotechnology (BIOTEC); University of Zurich
Type
Article
Source Title
TETRAHEDRON LETTERS
Year
2019
Volume
60
Issue
6
Page
497-500
Open Access
Green Accepted
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI
10.1016/j.tetlet.2019.01.013
Format
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 H-1 NMR spectra of THENA-d(2) derivatives is less complicated and the new CDA thus offers simpler NMR spectra for data interpretation. (C) 2019 Elsevier Ltd. All rights reserved.
Industrial Classification
Knowledge Taxonomy Level 1
Knowledge Taxonomy Level 2
Knowledge Taxonomy Level 3
Funding Sponsor
Faculty of Science, Mahidol University, Thailand; Thailand Research Fund [BRG5480020]; Center of Excellence for Innovation in Chemistry (PERCH-GC); Development of Pharmaceuticals from Bioresources and Its Management (NRU)
License
Copyright
Publication Source
WOS