Stereospecific fragmentations in the mass spectra of stereoisomeric isoindoloquinazolines

Vladimir V. Ovcharenko, Kalevi Pihlaja, Géza Stájer

Research output: Contribution to journalArticle

3 Citations (Scopus)


The mass spectrometric behavior of stereo- and regioisomeric, partially saturated isoindoloquinazolines was studied by positive-ion electron ionization (EI) and fast-atom bombardment (FAB/LSIMS) mass spectrometry combined with collision-induced dissociation (CID). A highly stereospecific retro-Diels-Alder process was observed in the cyclohexene-fused isomers under the EI conditions, and a corresponding (although less specific) fragmentation was observed in their FAB spectra. In the absence of RDA fragmentations, regio- and stereoisomers of the cyclohexane-fused heterocycles could be distinguished based on their FAB/CID spectra.

Original languageEnglish
Pages (from-to)1049-1056
Number of pages8
JournalJournal of the American Society for Mass Spectrometry
Issue number9
Publication statusPublished - Sep 2003

ASJC Scopus subject areas

  • Structural Biology
  • Spectroscopy

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