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  Electrospray mass spectrometry for detailed mechanistic studies of a complex organocatalyzed triple cascade reaction

Alachraf, M. W., Handayani, P. P., Hüttl, M. R. M., Grondal, C., Enders, D., & Schrader, W. (2011). Electrospray mass spectrometry for detailed mechanistic studies of a complex organocatalyzed triple cascade reaction. Organic & Biomolecular Chemistry, 9(4), 1047-1053. doi:10.1039/C003433A.

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 Creators:
Alachraf, M. Wasim1, Author              
Handayani, Peni P.1, Author              
Hüttl, Matthias R. M.2, Author
Grondal, Christoph2, Author
Enders, Dieter2, Author
Schrader, Wolfgang1, Author              
Affiliations:
1Service Department Schrader (MS), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445629              
2Institut für Organische Chemie, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany, ou_persistent22              

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 Abstract: The development of modular combinations of organocatalytic reactions into cascades has been shown to be an effective tool despite the fact that the mechanism of such a complex organocatalytic multistep cascade reaction still remains poorly understood. Here the detailed mechanistic studies of a complex organocatalytic triple cascade reaction for the synthesis of tetra-substituted cyclohexene carbaldehydes are reported. The investigation has been carried out using a triple quadrupole mass spectrometer with electrospray ionization. Important intermediates were detected and characterized through MS/MS studies. A detailed formation pathway is presented based on these characterized intermediates, and supporting the proposed mechanism of the formation of the substituted cyclohexene carbaldehydes.

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Language(s): eng - English
 Dates: 2010-02-232010-10-212010-12-132011-02-21
 Publication Status: Published in print
 Pages: 7
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1039/C003433A
 Degree: -

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Title: Organic & Biomolecular Chemistry
  Other : Organic and Biomolecular Chemistry
  Abbreviation : Org. Biomol. Chem.
Source Genre: Journal
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Publ. Info: Cambridge : Royal Society of Chemistry
Pages: - Volume / Issue: 9 (4) Sequence Number: - Start / End Page: 1047 - 1053 Identifier: ISSN: 1477-0520
CoNE: https://pure.mpg.de/cone/journals/resource/954925269322