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http://hdl.handle.net/10261/16897
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Campo DC | Valor | Lengua/Idioma |
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dc.contributor.author | Boto, Alicia | - |
dc.contributor.author | Hernández, Dácil | - |
dc.contributor.author | Hernández, Rosendo | - |
dc.contributor.author | Suárez, Ernesto | - |
dc.date.accessioned | 2009-09-14T06:36:13Z | - |
dc.date.available | 2009-09-14T06:36:13Z | - |
dc.date.issued | 2003-05-28 | - |
dc.identifier.citation | Journal of Organic Chemistry 68(13): 5310-5319 (2003) | en_US |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | http://hdl.handle.net/10261/16897 | - |
dc.description | 10 pages, 2 figures, 2 tables, 7 schemes.-- PMID: 12816493 [PubMed].-- Printed version published Jun 27, 2003. | en_US |
dc.description.abstract | The β-fragmentation of primary alkoxyl radicals, described in many cases as low-yielding and plagued by side reactions, can proceed in satisfactory yields using carbohydrate substrates. The only reaction that can compete significantly with the β-scission is the intramolecular hydrogen abstraction. The ratio of β-fragmentation to hydrogen abstraction can be varied according to the reaction conditions, the stereochemistry of the substituents (e.g., α- or β-anomeric substituents), and the protecting groups chosen. The carbohydrate substrates are easily prepared, and the mild reaction conditions are compatible with most functional groups. The β-scission reaction provides an expedient way toward shorter and less common sugar series and also toward α,ω-differently substituted cyclic ethers. These units are useful building blocks and are present in many natural products with interesting biological activity. | en_US |
dc.description.sponsorship | This work was supported by the Investigation Programmes PB96-1461 and PPQ2000-0728 of the Plan Nacional de Investigación Científica, Desarrollo e Innovación Tecnológica, Dirección General de Investigación, Ministerio de Ciencia y Tecnología, Spain. We also thank the financial support from FEDER funds. D.H. thanks C.S.I.C.-Comunidad de Canarias for a fellowship. | en_US |
dc.format.extent | 918459 bytes | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | en_US |
dc.publisher | American Chemical Society | en_US |
dc.rights | closedAccess | en_US |
dc.title | β-Fragmentation of primary alkoxyl radicals versus hydrogen abstraction: synthesis of polyols and α,ω-differently substituted cyclic ethers from carbohydrates | en_US |
dc.type | artículo | en_US |
dc.identifier.doi | 10.1021/jo034442f | - |
dc.description.peerreviewed | Peer reviewed | en_US |
dc.relation.publisherversion | http://dx.doi.org/10.1021/jo034442f | en_US |
dc.contributor.funder | Ministerio de Ciencia y Tecnología (España) | - |
dc.contributor.funder | European Commission | - |
dc.contributor.funder | Gobierno de Canarias | - |
dc.identifier.funder | http://dx.doi.org/10.13039/501100006280 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100000780 | es_ES |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.openairetype | artículo | - |
item.cerifentitytype | Publications | - |
item.languageiso639-1 | en | - |
item.grantfulltext | none | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.fulltext | No Fulltext | - |
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