Probing the Mechanism of the Baylis-Hillman Reaction by Electrospray Ionization Mass and Tandem Mass Spectrometry

Probing the Mechanism of the Baylis-Hillman Reaction by Electrospray Ionization Mass and Tandem Mass Spectrometry

“Ion fishing”: Protonated intermediates in the catalytic cycle of the Baylis–Hillman reaction between an activated alkene and an electrophile have been intercepted and characterized by electrospray ionization tandem mass spectrometry. This approach provides direct evidence for the currently accepted...

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Veröffentlicht in:Angewandte Chemie International Edition 2004-08, Vol.43 (33), p.4330-4333
Hauptverfasser: Santos, Leonardo Silva, Pavam, Cesar Henrique, Almeida, Wanda P., Coelho, Fernando, Eberlin, Marcos N.
Format: Artikel
Sprache:eng
Schlagworte:
aldehydes
alkenes
electrophilic addition
mass spectrometry
reaction mechanisms
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Beschreibung
Zusammenfassung:“Ion fishing”: Protonated intermediates in the catalytic cycle of the Baylis–Hillman reaction between an activated alkene and an electrophile have been intercepted and characterized by electrospray ionization tandem mass spectrometry. This approach provides direct evidence for the currently accepted mechanism (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200460059