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Title: Tetrahydro-1,4-epoxynaphthalene-1-carboxylic acid: A chiral derivatizing agent for the determination of the absolute configuration of secondary alcohols
Authors: Suttipun Sungsuwan
Nopporn Ruangsupapichart
Samran Prabpai
Palangpon Kongsaeree
Tienthong Thongpanchang
Mahidol University
Thailand National Center for Genetic Engineering and Biotechnology
Keywords: Biochemistry, Genetics and Molecular Biology;Chemistry;Pharmacology, Toxicology and Pharmaceutics
Issue Date: 1-Jan-2010
Citation: Tetrahedron Letters. Vol.51, No.38 (2010), 4965-4967
Abstract: A new chiral derivatizing agent, tetrahydro-1,4-epoxynaphthalene-1- carboxylic acid (THENA), with a represented syn-periplanar disposition of O-Ca-CαO as a part of the bicyclic system to lock the aromatic residue conformation and the availability of an internal reference proton for 1H NMR spectral alignment, is introduced. In the determination of the absolute configuration of chiral secondary alcohols, THENA offered good uniformity of Δδ with high reliability, resulting in unambiguous assignment of the absolute configuration. © 2010 Elsevier Ltd. All rights reserved.
ISSN: 00404039
Appears in Collections:Scopus 2006-2010

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