Radicals and Carbohydrates

This article reviews the progress in the area of radicals in carbohydrate chemistry with special attention to new developments published during the past decade. No attempt has been made to present a comprehensive review of the literature but, rather, some specific examples are given to highlight the...

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Detalles Bibliográficos
Autores: Pérez-Martín, Inés, Suárez, Ernesto
Tipo de recurso: otro
Estado:Versión aceptada para publicación
Fecha de publicación:2012
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/211689
Acceso en línea:http://hdl.handle.net/10261/211689
Access Level:acceso abierto
Palabra clave:carbohydrates
radicals
C‐glycosides
C‐disaccharides
Carbasugars
glycos‐1‐yl radicals
Carbon‐centered radicals
heteroatom‐centered radicals
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spelling Radicals and CarbohydratesSynthetic Strategies and ApplicationsPérez-Martín, InésSuárez, ErnestocarbohydratesradicalsC‐glycosidesC‐disaccharidesCarbasugarsglycos‐1‐yl radicalsCarbon‐centered radicalsheteroatom‐centered radicalsThis article reviews the progress in the area of radicals in carbohydrate chemistry with special attention to new developments published during the past decade. No attempt has been made to present a comprehensive review of the literature but, rather, some specific examples are given to highlight the most synthetically valuable processes. The major focus is on inter‐ and intramolecular carbon–carbon bond‐forming radical reactions, with emphasis on the preparation of C‐glycosides, C‐ketosides, C‐disaccharides, and branched‐chain sugars, as well as on the synthesis of polyfunctionalized carbocycles by radical cyclization of acyclic carbohydrate derivatives. We also describe methods for the formation of carbon–hydrogen bonds, and synthesis in which a heteroatom‐centered radical plays a clear role in the carbon–heteroatom (C–N, C–P, C–O, C–S/Se, and C–Br) bond formation. Finally, a few selected examples of alkoxyl radical β‐fragmentation reactions, carried out under oxidative or reductive conditions, are included to illustrate their potential in the preparation of chiral synthons.John Wiley & SonsConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2020202020122020info:eu-repo/semantics/otherhttp://purl.org/coar/resource_type/c_3248Postprintinfo:eu-repo/semantics/acceptedVersioninfo:eu-repo/semantics/bookParthttp://hdl.handle.net/10261/211689reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Ingléshttps://doi.org/10.1002/9781119953678.rad031Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/2116892026-05-22T06:33:51Z
dc.title.none.fl_str_mv Radicals and Carbohydrates
Synthetic Strategies and Applications
title Radicals and Carbohydrates
spellingShingle Radicals and Carbohydrates
Pérez-Martín, Inés
carbohydrates
radicals
C‐glycosides
C‐disaccharides
Carbasugars
glycos‐1‐yl radicals
Carbon‐centered radicals
heteroatom‐centered radicals
title_short Radicals and Carbohydrates
title_full Radicals and Carbohydrates
title_fullStr Radicals and Carbohydrates
title_full_unstemmed Radicals and Carbohydrates
title_sort Radicals and Carbohydrates
dc.creator.none.fl_str_mv Pérez-Martín, Inés
Suárez, Ernesto
author Pérez-Martín, Inés
author_facet Pérez-Martín, Inés
Suárez, Ernesto
author_role author
author2 Suárez, Ernesto
author2_role author
dc.contributor.none.fl_str_mv Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv carbohydrates
radicals
C‐glycosides
C‐disaccharides
Carbasugars
glycos‐1‐yl radicals
Carbon‐centered radicals
heteroatom‐centered radicals
topic carbohydrates
radicals
C‐glycosides
C‐disaccharides
Carbasugars
glycos‐1‐yl radicals
Carbon‐centered radicals
heteroatom‐centered radicals
description This article reviews the progress in the area of radicals in carbohydrate chemistry with special attention to new developments published during the past decade. No attempt has been made to present a comprehensive review of the literature but, rather, some specific examples are given to highlight the most synthetically valuable processes. The major focus is on inter‐ and intramolecular carbon–carbon bond‐forming radical reactions, with emphasis on the preparation of C‐glycosides, C‐ketosides, C‐disaccharides, and branched‐chain sugars, as well as on the synthesis of polyfunctionalized carbocycles by radical cyclization of acyclic carbohydrate derivatives. We also describe methods for the formation of carbon–hydrogen bonds, and synthesis in which a heteroatom‐centered radical plays a clear role in the carbon–heteroatom (C–N, C–P, C–O, C–S/Se, and C–Br) bond formation. Finally, a few selected examples of alkoxyl radical β‐fragmentation reactions, carried out under oxidative or reductive conditions, are included to illustrate their potential in the preparation of chiral synthons.
publishDate 2012
dc.date.none.fl_str_mv 2012
2020
2020
2020
dc.type.none.fl_str_mv info:eu-repo/semantics/other
http://purl.org/coar/resource_type/c_3248
Postprint
info:eu-repo/semantics/acceptedVersion
dc.type.openaire.fl_str_mv info:eu-repo/semantics/bookPart
format other
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/211689
url http://hdl.handle.net/10261/211689
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv https://doi.org/10.1002/9781119953678.rad031
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv John Wiley & Sons
publisher.none.fl_str_mv John Wiley & Sons
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,812429

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