On the mechanism of the aza-Morita-Baylis-Hillman reaction: ESI-MS interception of a unique new intermediate |
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Authors: | Regiani Thais Santos Vanessa G Godoi Marla N Vaz Boniek G Eberlin Marcos N Coelho Fernando |
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Affiliation: | Laboratory of Synthesis of Natural Products and Drugs, University of Campinas-UNICAMP, Campinas, SP, Brazil. |
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Abstract: | Solutions of aza-Morita-Baylis-Hillman (aza-MBH) reactions were directly monitored by ESI(+)-MS(/MS) spectrometry to obtain information on their mechanism. A unique bis-sulfonamide intermediate was intercepted and characterized and, based on this novel species, a mechanism that rationalizes the uniqueness of aza-MBH reactions is proposed. |
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