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dc.contributor.author
Robert-Peillard, Fabien
dc.contributor.author
Di Chenna, Pablo Hector
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Liang, Chungen
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Lescot, Camille
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Collet, Florence
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Dodd, Robert H.
dc.contributor.author
Dauban, Philippe
dc.date.available
2019-02-04T21:26:51Z
dc.date.issued
2010-06
dc.identifier.citation
Robert-Peillard, Fabien; Di Chenna, Pablo Hector; Liang, Chungen; Lescot, Camille; Collet, Florence; et al.; Catalytic stereoselective alkene aziridination with sulfonimidamides; Pergamon-Elsevier Science Ltd; Tetrahedron: Asymmetry; 21; 11-12; 6-2010; 1447-1457
dc.identifier.issn
0957-4166
dc.identifier.uri
http://hdl.handle.net/11336/69386
dc.description.abstract
Diastereoselective copper-catalyzed alkene aziridination has been investigated using chiral nitrenes generated from sulfonimidamides in the presence of an iodine(III) oxidant. Starting from a stoichiometric amount of the substrates, the corresponding aziridines were isolated with excellent yields of up to 96%. Good levels of asymmetric induction were obtained in the case of electron-poor olefins, with an optimal de of 94% being reached starting from tert-butyl acrylate. Matching and mismatching effects were also observed upon the use of chiral copper catalysts for the aziridination of styrene.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Pergamon-Elsevier Science Ltd
dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
Aziridine
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Alkene
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Nitrene
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Copper
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Hypervalent Iodine
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Stereoselectivity
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Otras Ciencias Químicas
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Ciencias Químicas
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CIENCIAS NATURALES Y EXACTAS
dc.title
Catalytic stereoselective alkene aziridination with sulfonimidamides
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2019-01-09T14:22:24Z
dc.journal.volume
21
dc.journal.number
11-12
dc.journal.pagination
1447-1457
dc.journal.pais
Estados Unidos
dc.description.fil
Fil: Robert-Peillard, Fabien. Institut de Chimie des Substances Naturelles; Francia. Centre National de la Recherche Scientifique; Francia
dc.description.fil
Fil: Di Chenna, Pablo Hector. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Institut de Chimie des Substances Naturelles; Francia. Centre National de la Recherche Scientifique; Francia
dc.description.fil
Fil: Liang, Chungen. Centre National de la Recherche Scientifique; Francia. Institut de Chimie des Substances Naturelles; Francia
dc.description.fil
Fil: Lescot, Camille. Centre National de la Recherche Scientifique; Francia. Institut de Chimie des Substances Naturelles; Francia
dc.description.fil
Fil: Collet, Florence. Centre National de la Recherche Scientifique; Francia. Institut de Chimie des Substances Naturelles; Francia
dc.description.fil
Fil: Dodd, Robert H.. Centre National de la Recherche Scientifique; Francia. Institut de Chimie des Substances Naturelles; Francia
dc.description.fil
Fil: Dauban, Philippe. Institut de Chimie des Substances Naturelles; Francia. Centre National de la Recherche Scientifique; Francia
dc.journal.title
Tetrahedron: Asymmetry
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0957416610001874
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/https://doi.org/10.1016/j.tetasy.2010.03.032
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