Literature DB >> 15255698

Chiral shift reagent for amino acids based on resonance-assisted hydrogen bonding.

Jik Chin1, Dong Chan Kim, Hae-Jo Kim, Francis B Panosyan, Kwan Mook Kim.   

Abstract

[structure: see text] A chiral aldehyde that forms resonance-assisted hydrogen bonded imines with amino acids has been developed. This hydrogen bond not only increases the equilibrium constant for imine formation but also provides a highly downfield-shifted NMR singlet for evaluating enantiomeric excess and absolute stereochemistry of amino acids.

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Year:  2004        PMID: 15255698     DOI: 10.1021/ol049084x

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  Proton-catalyzed hydroamination and hydroarylation reactions of anilines and alkenes: a dramatic effect of counteranions on reaction efficiency.

Authors:  Laura L Anderson; John Arnold; Robert G Bergman
Journal:  J Am Chem Soc       Date:  2005-10-26       Impact factor: 15.419

2.  A molecular recognition platform for the simultaneous sensing of diverse chemical weapons.

Authors:  Lintao Zeng; Tianhong Chen; Beitong Zhu; Seyoung Koo; Yonghe Tang; Weiying Lin; Tony D James; Jong Seung Kim
Journal:  Chem Sci       Date:  2022-03-23       Impact factor: 9.969

3.  3-[(2-Hydroxy-ethyl)imino-meth-yl]-1,1'-bi-2-naphthol.

Authors:  Yu Zhang; Kun Wang; Ling-Zhi Zhong; Rui-Xiang Li
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-05-07

4.  3-(n-Propyl-imino-meth-yl)-1,1'-bi-2-naphthol ethanol solvate.

Authors:  Ling-Zhi Zhong; Kun Wang; Xiao-Yan Ma; Rui-Xiang Li
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-07-09

5.  Synthesis of Tripeptide Derivatives with Three Stereogenic Centers and Chiral Recognition Probed by Tetraaza Macrocyclic Chiral Solvating Agents Derived from d-Phenylalanine and (1 S,2 S)-(+)-1,2-Diaminocyclohexane via 1H NMR Spectroscopy.

Authors:  Lei Feng; Guangpeng Gao; Hongmei Zhao; Li Zheng; Yu Wang; Pericles Stavropoulos; Lin Ai; Jiaxin Zhang
Journal:  J Org Chem       Date:  2018-10-30       Impact factor: 4.354

6.  Evidences for Cooperative Resonance-Assisted Hydrogen Bonds in Protein Secondary Structure Analogs.

Authors:  Yu Zhou; Geng Deng; Yan-Zhen Zheng; Jing Xu; Hamad Ashraf; Zhi-Wu Yu
Journal:  Sci Rep       Date:  2016-11-16       Impact factor: 4.379

  6 in total

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