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Probing the Mechanism of the Baylis–Hillman Reaction by Electrospray Ionization Mass and Tandem Mass Spectrometry
Author(s) -
Santos Leonardo Silva,
Pavam Cesar Henrique,
Almeida Wanda P.,
Coelho Fernando,
Eberlin Marcos N.
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200460059
Subject(s) - chemistry , electrospray ionization , mass spectrometry , selected reaction monitoring , tandem mass spectrometry , protonation , electrophile , extractive electrospray ionization , photochemistry , catalysis , ion , chromatography , organic chemistry
“ 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).