Literature DB >> 17920291

Study of Michael-Michael-retro Michael addition catalyzed by 9-amino-9-deoxyepiquinine using ESI-MS.

Zhi-Jun Wu1, Shi-Wei Luo, Jian-Wu Xie, Xiao-Ying Xu, Dong-Mei Fang, Guo-Lin Zhang.   

Abstract

The Michael-Michael-retro Michael addition catalyzed by 9-amino-9-deoxyepiquinine was monitored and the major intermediates and catalyst in the catalytic cycle were detected and characterized using ESI-MS/MS for the first time. Some important isomeric intermediates including isomeric enamine and imine structures were tentatively differentiated and further studied by theoretical calculations. Fragment ions of protonated catalyst indicate that proton possibly influences the conformation of the catalyst.

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Year:  2007        PMID: 17920291     DOI: 10.1016/j.jasms.2007.09.002

Source DB:  PubMed          Journal:  J Am Soc Mass Spectrom        ISSN: 1044-0305            Impact factor:   3.109


  22 in total

1.  Electrochemical processes in electrospray ionization mass spectrometry

Authors: 
Journal:  J Mass Spectrom       Date:  2000-08       Impact factor: 1.982

2.  Investigation of reactive intermediates of chemical reactions in solution by electrospray ionization mass spectrometry: radical chain reactions.

Authors:  Jens Griep-Raming; Sven Meyer; Torsten Bruhn; Jürgen O Metzger
Journal:  Angew Chem Int Ed Engl       Date:  2002-08-02       Impact factor: 15.336

3.  Investigation of reactive intermediates of chemical reactions in solution by electrospray ionization mass spectrometry: radical cation chain reactions.

Authors:  Sven Meyer; Rainer Koch; Jürgen O Metzger
Journal:  Angew Chem Int Ed Engl       Date:  2003-10-06       Impact factor: 15.336

4.  ESI-MS studies on the mechanism of Pd0-catalyzed three-component tandem double addition-cyclization reaction.

Authors:  Hao Guo; Rong Qian; Yuanxi Liao; Shengming Ma; Yinlong Guo
Journal:  J Am Chem Soc       Date:  2005-09-21       Impact factor: 15.419

5.  Electrospray ionization mass spectrometric study on the alpha-fluorination of aldehydes.

Authors:  Xiang Zhang; Yinlong Guo
Journal:  Rapid Commun Mass Spectrom       Date:  2006       Impact factor: 2.419

6.  Electrospray interface for liquid chromatographs and mass spectrometers.

Authors:  C M Whitehouse; R N Dreyer; M Yamashita; J B Fenn
Journal:  Anal Chem       Date:  1985-03       Impact factor: 6.986

7.  Detection of transient radical cations in electron transfer-initiated Diels-Alder reactions by electrospray ionization mass spectrometry.

Authors:  Sven Fürmeier; Jürgen O Metzger
Journal:  J Am Chem Soc       Date:  2004-11-10       Impact factor: 15.419

8.  Use of electrospray ionization mass spectrometry for the investigation of radical cation chain reactions in solution: detection of transient radical cations.

Authors:  Sven Meyer; Jürgen O Metzger
Journal:  Anal Bioanal Chem       Date:  2003-10-09       Impact factor: 4.142

9.  Asymmetric organic catalysis with modified cinchona alkaloids.

Authors:  Shi-Kai Tian; Yonggang Chen; Jianfeng Hang; Liang Tang; Paul McDaid; Li Deng
Journal:  Acc Chem Res       Date:  2004-08       Impact factor: 22.384

10.  Probing the mechanism of the Heck reaction with arene diazonium salts by electrospray mass and tandem mass spectrometry.

Authors:  Adão A Sabino; Angelo H L Machado; Carlos Roque D Correia; Marcos N Eberlin
Journal:  Angew Chem Int Ed Engl       Date:  2004-05-03       Impact factor: 15.336

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  1 in total

Review 1.  Identification of Potential Drug Targets of Broad-Spectrum Inhibitors with a Michael Acceptor Moiety Using Shotgun Proteomics.

Authors:  Hao-Wei Chu; Bidyadhar Sethy; Pei-Wen Hsieh; Jim-Tong Horng
Journal:  Viruses       Date:  2021-09-02       Impact factor: 5.048

  1 in total

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