Stereospecific fragmentations in the mass spectra of stereoisomeric isoindoloquinazolines

Vladimir V. Ovcharenko, Kalevi Pihlaja, G. Stájer

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

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
Volume14
Issue number9
DOIs
Publication statusPublished - Sep 2003

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Ionization
Mass Behavior
Electrons
Stereoisomerism
Isomers
Mass spectrometry
Mass Spectrometry
Positive ions
Ions
Atoms
cyclohexene
Cyclohexane

ASJC Scopus subject areas

  • Structural Biology
  • Spectroscopy

Cite this

Stereospecific fragmentations in the mass spectra of stereoisomeric isoindoloquinazolines. / Ovcharenko, Vladimir V.; Pihlaja, Kalevi; Stájer, G.

In: Journal of the American Society for Mass Spectrometry, Vol. 14, No. 9, 09.2003, p. 1049-1056.

Research output: Contribution to journalArticle

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