Summary.
The positive ion mass spectrometric behavior of six β-(N-alkyl/arylamino)-α,β-unsaturated carboxylates, α-(1-alkyl/arylaminoethylidene)-γ-lactones, has been studied under electrospray ionization conditions. Their fragmentation pathways are described and supported by tandem mass spectrometry. The protonated compounds are apt to eliminate a water, and a water plus a oxacyclopent-2-yne molecule. Some of the compounds show a tendency to undergo a four-membered ring contraction rearrangement to lose a carbon dioxide. The fragmentation patterns of these compounds exhibit a strong substituent dependency.
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Yin, W., Ma, Y. & Zhao, Y. The fragmentation mechanism of β-(N-alkyl/arylamino)-α,β-unsaturated carboxylates under electrospray ionization conditions. Amino Acids 31, 333–336 (2006). https://doi.org/10.1007/s00726-006-0259-4
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DOI: https://doi.org/10.1007/s00726-006-0259-4