A novel rearrangement in the gas phase under electron ionization for 3-glycosyl-5-aryl-2-isoxazolines

Some 3-glycosyl-5-aryl-2-isoxazolines were studied in the gas phase under electron ionization (EI) conditions in order to elucidate their behavior. These derivatives showed an interesting rearrangement involving opening of the heterocyclic ring with a concomitant ring closing to afford a new isoxazo...

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Autores principales: D'Accorso, Norma Beatriz, Fascio, Mirta Liliana, Seldes, Alicia Marta
Publicado: 1999
Materias:
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10765174_v34_n9_p915_DAccorso
http://hdl.handle.net/20.500.12110/paper_10765174_v34_n9_p915_DAccorso
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id paper:paper_10765174_v34_n9_p915_DAccorso
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spelling paper:paper_10765174_v34_n9_p915_DAccorso2023-06-08T16:05:21Z A novel rearrangement in the gas phase under electron ionization for 3-glycosyl-5-aryl-2-isoxazolines D'Accorso, Norma Beatriz Fascio, Mirta Liliana Seldes, Alicia Marta 3-glycosyl-5-aryl-2-isoxazolines Electron ionization Rearrangement Tandem mass spectrometry isoxazole derivative article ionization mass spectrometry priority journal tandem mass spectrometry Some 3-glycosyl-5-aryl-2-isoxazolines were studied in the gas phase under electron ionization (EI) conditions in order to elucidate their behavior. These derivatives showed an interesting rearrangement involving opening of the heterocyclic ring with a concomitant ring closing to afford a new isoxazoline derivative. The first step of this reaction was the less common cleavage of the heterocyclic C(5)-O bond. The 5-aryl substituent was responsible for the pseudobenzylic stabilization of the new isoxazoline derivative. EI tandem mass spectrometry and EI high-resolution mass spectrometry allowed the elucidation of fragmentation pathways. Fil:D'Accorso, N. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Fascio, M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Seldes, A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 1999 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10765174_v34_n9_p915_DAccorso http://hdl.handle.net/20.500.12110/paper_10765174_v34_n9_p915_DAccorso
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 3-glycosyl-5-aryl-2-isoxazolines
Electron ionization
Rearrangement
Tandem mass spectrometry
isoxazole derivative
article
ionization
mass spectrometry
priority journal
tandem mass spectrometry
spellingShingle 3-glycosyl-5-aryl-2-isoxazolines
Electron ionization
Rearrangement
Tandem mass spectrometry
isoxazole derivative
article
ionization
mass spectrometry
priority journal
tandem mass spectrometry
D'Accorso, Norma Beatriz
Fascio, Mirta Liliana
Seldes, Alicia Marta
A novel rearrangement in the gas phase under electron ionization for 3-glycosyl-5-aryl-2-isoxazolines
topic_facet 3-glycosyl-5-aryl-2-isoxazolines
Electron ionization
Rearrangement
Tandem mass spectrometry
isoxazole derivative
article
ionization
mass spectrometry
priority journal
tandem mass spectrometry
description Some 3-glycosyl-5-aryl-2-isoxazolines were studied in the gas phase under electron ionization (EI) conditions in order to elucidate their behavior. These derivatives showed an interesting rearrangement involving opening of the heterocyclic ring with a concomitant ring closing to afford a new isoxazoline derivative. The first step of this reaction was the less common cleavage of the heterocyclic C(5)-O bond. The 5-aryl substituent was responsible for the pseudobenzylic stabilization of the new isoxazoline derivative. EI tandem mass spectrometry and EI high-resolution mass spectrometry allowed the elucidation of fragmentation pathways.
author D'Accorso, Norma Beatriz
Fascio, Mirta Liliana
Seldes, Alicia Marta
author_facet D'Accorso, Norma Beatriz
Fascio, Mirta Liliana
Seldes, Alicia Marta
author_sort D'Accorso, Norma Beatriz
title A novel rearrangement in the gas phase under electron ionization for 3-glycosyl-5-aryl-2-isoxazolines
title_short A novel rearrangement in the gas phase under electron ionization for 3-glycosyl-5-aryl-2-isoxazolines
title_full A novel rearrangement in the gas phase under electron ionization for 3-glycosyl-5-aryl-2-isoxazolines
title_fullStr A novel rearrangement in the gas phase under electron ionization for 3-glycosyl-5-aryl-2-isoxazolines
title_full_unstemmed A novel rearrangement in the gas phase under electron ionization for 3-glycosyl-5-aryl-2-isoxazolines
title_sort novel rearrangement in the gas phase under electron ionization for 3-glycosyl-5-aryl-2-isoxazolines
publishDate 1999
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10765174_v34_n9_p915_DAccorso
http://hdl.handle.net/20.500.12110/paper_10765174_v34_n9_p915_DAccorso
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