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

Authors

  • Leonardo Silva Santos Dr.,

    1. Thomson Mass Spectrometry Laboratory, Institute of Chemistry, State University of Campinas, UNICAMP, 13083-970 Campinas, SP, Brazil, Fax: (+55) 19-3788-3073
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  • Cesar Henrique Pavam,

    1. Laboratory of Synthesis of Natural Products and Drugs, Institute of Chemistry, State University of Campinas, UNICAMP, 13083-970 Campinas, SP, Brazil, Fax: (+55) 19-3788-3023
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  • Wanda P. Almeida,

    1. Graduate Program in Cellular and Structural Biology, Institute of Biology, State University of Campinas, UNICAMP, 13083-970 Campinas, SP, Brazil
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  • Fernando Coelho Dr.,

    1. Laboratory of Synthesis of Natural Products and Drugs, Institute of Chemistry, State University of Campinas, UNICAMP, 13083-970 Campinas, SP, Brazil, Fax: (+55) 19-3788-3023
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  • Marcos N. Eberlin Dr.

    1. Thomson Mass Spectrometry Laboratory, Institute of Chemistry, State University of Campinas, UNICAMP, 13083-970 Campinas, SP, Brazil, Fax: (+55) 19-3788-3073
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  • We thank the São Paulo State Research Foundation (FAPESP) and the Brazilian National Research Council (CNPq) for financial support. F.C. and M.N.E. thank CNPq, and C.H.P. and L.S.S. thank FAPESP for research fellowships.

Abstract

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Ionen-Angeln“: Es gelang, protonierte Zwischenstufen des Katalysezyklus der Baylis-Hillman-Reaktion zwischen einem aktivierten Alken und einem Elektrophil abzufangen und mithilfe der Elektrospray-Ionisations-Tandem-Massenspektrometrie zu charakterisieren. Diese Untersuchungen lieferten direkte Belege für den derzeit allgemein akzeptierten Mechanismus (siehe Schema).

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