Pentacyclic isoxazolines were obtained by the cycloaddition of benzonitrile oxide to norbornene-azetidinone-fused 3,1-oxazines. The constitutions of two of the isomers obtained, and the configurations and conformations of all products, were determined by means of H and C NMR spectroscopy and DNOE experiments.
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Does the electron ionization induced fragmentation of partly saturated stereoisomeric pyrrolo- and isoindoloquinazolinones show stereospecificity?
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Structural Chemistry Group, Department of Chemistry, University of Turku, FI-20014 Turku, Finland.
The electron ionization mass spectrometric behavior of pyrroloquinazolinones (1-6) and isoindoloquinazolinones (7-14) was studied. These compounds were further classified as partly saturated pyrroloquinazolinones (1-3), benzologues (7-11), methylene-bridged derivatives (4-6, 12, 13) and a bisacyl compound (14). The mass spectra of the pyrrolo- and isoindoloquinazolinones did not exhibit stereospecific retro-Diels-Alder (RDA) fragmentations.
View Article and Find Full Text PDFStructure of norbornene-fused 3,1-oxazine double cycloadducts.
Magn Reson Chem
September 1989
Institute of Pharmaceutical Chemistry, Albert Szent-Györgyi Medical University, P.O.B. 121, H-6701 Szeged, Hungary.
Pentacyclic isoxazolines were obtained by the cycloaddition of benzonitrile oxide to norbornene-azetidinone-fused 3,1-oxazines. The constitutions of two of the isomers obtained, and the configurations and conformations of all products, were determined by means of H and C NMR spectroscopy and DNOE experiments.
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