Publication:
Tetrahydro-1,4-epoxynaphthalene-1-carboxylic acid: A chiral derivatizing agent for the determination of the absolute configuration of secondary alcohols

Issued Date

2010-01-01

Resource Type

Article

ISSN

00404039

DOI

10.1016/j.tetlet.2010.07.062

Other identifier(s)

2-s2.0-78549253787

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Tetrahedron Letters. Vol.51, No.38 (2010), 4965-4967

Suggested Citation

Suttipun Sungsuwan, Nopporn Ruangsupapichart, Samran Prabpai, Palangpon Kongsaeree, Tienthong Thongpanchang Tetrahydro-1,4-epoxynaphthalene-1-carboxylic acid: A chiral derivatizing agent for the determination of the absolute configuration of secondary alcohols. Tetrahedron Letters. Vol.51, No.38 (2010), 4965-4967. doi:10.1016/j.tetlet.2010.07.062 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/28821

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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

Author(s)

Suttipun Sungsuwan
 Nopporn Ruangsupapichart
 Samran Prabpai
 Palangpon Kongsaeree
 Tienthong Thongpanchang

Other Contributor(s)

Mahidol University
 Thailand National Center for Genetic Engineering and Biotechnology

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.

Keyword(s)

Biochemistry, Genetics and Molecular Biology
 Chemistry
 Pharmacology, Toxicology and Pharmaceutics

Availability

URI

https://repository.li.mahidol.ac.th/handle/20.500.14594/28821

Collections

Scopus 2006-2010