title: Electrospray mass spectrometry for detailed mechanistic studies of a complex organocatalyzed triple cascade reaction.
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.
authors.affiliation: Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany.
authors.forename: M Wasim
authors.initials: MW
authors.lastname: Alachraf
authors.forename: Peni P
authors.initials: PP
authors.lastname: Handayani
authors.forename: Matthias R M
authors.initials: MR
authors.lastname: Hüttl
authors.forename: Christoph
authors.initials: C
authors.lastname: Grondal
authors.forename: Dieter
authors.initials: D
authors.lastname: Enders
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Schrader
mesh_terms: D002384:Catalysis; D006868:Hydrolysis; D015394:Molecular Structure; D009930:Organic Chemicals / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*
chemical_list: D009930:Organic Chemicals