de.mpg.escidoc.pubman.appbase.FacesBean
English
 
Help Guide Disclaimer Contact us Login
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT

Released

Journal Article

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

MPS-Authors
http://pubman.mpdl.mpg.de/cone/persons/resource/persons58388

Alachraf,  Mohammed Wasim
Service Department Schrader (MS), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons58602

Handayani,  Peni Purwa
Service Department Schrader (MS), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons58974

Schrader,  Wolfgang
Service Department Schrader (MS), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

Locator
There are no locators available
Fulltext (public)
There are no public fulltexts available
Supplementary Material (public)
There is no public supplementary material available
Citation

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.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0014-C9CE-F
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.