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dc.contributor.authorBoto, Aliciaen_US
dc.contributor.authorHernández, Dácilen_US
dc.contributor.authorHernández, Rosendoen_US
dc.contributor.authorSuárez, Ernesto-
dc.date.accessioned2009-06-15T07:53:33Z-
dc.date.available2009-06-15T07:53:33Z-
dc.date.issued2006-01-28en_US
dc.identifier.citationJournal of Organic Chemistry 71: 1938-1948 (2006)en_US
dc.identifier.issn0022-3263-
dc.identifier.urihttp://hdl.handle.net/10261/13661-
dc.description11 pages, 1 figure, 1 table, 16 schemes.-- PMID: 16496979 [PubMed].-- Printed version published Mar 3, 2006.-
dc.descriptionSupporting information available: General procedures and synthesis of IHA substrates 5-9 and 12-15. Spectroscopic data for compounds 13, 17 and 18, 20 and 21, 23-26, and 33, and the 1H and 13C NMR spectra for the new IHA or hydrolysis products (compounds 34-46, 48-52, 54-55, 57-62).-- Available at: http://pubs.acs.org/doi/suppl/10.1021/jo052313o-
dc.description.abstractThe selective cleavage of methoxy protecting groups next to hydroxy groups is achieved using a radical hydrogen abstraction reaction as the key step. Under the reaction conditions, the hydroxy group generates an alkoxyl radical that reacts with the sterically accessible adjacent methoxy group, which is transformed into an acetal. In the second step, the acetals are hydrolyzed to give alcohols or diols. A one-pot hydrogen abstraction−hydrolysis procedure was also developed. Good yields were usually achieved, and the mild conditions of this methodology were compatible with different functional groups and sensitive substrates such as carbohydrates.-
dc.description.sponsorshipThis work was supported by the Investigation Programs PPQ2000-0728 and PPQ2003-01379 of the Plan Nacional de Investigación Científica, Ministerios de Educación y Ciencia y de Ciencia y Tecnología, Spain. We also acknowledge financial support from FEDER funds. D.H. thanks the CSIC-Gobierno de Canarias, CSIC (I3P), and Ministerio de Educación y Ciencia (Plan Nacional FPU) for their fellowships.-
dc.format.extent2373 bytes-
dc.format.extent303914 bytes-
dc.format.mimetypetext/plain-
dc.format.mimetypeapplication/pdf-
dc.language.isoengen_US
dc.publisherAmerican Chemical Society-
dc.rightsclosedAccessen_US
dc.titleSelective cleavage of methoxy protecting groups in carbohydratesen_US
dc.typeartículoen_US
dc.identifier.doi10.1021/jo052313o-
dc.relation.publisherversionhttp://dx.doi.org/10.1021/jo052313o-
dc.contributor.funderMinisterio de Educación y Ciencia (España)-
dc.contributor.funderMinisterio de Ciencia y Tecnología (España)-
dc.contributor.funderEuropean Commission-
dc.contributor.funderConsejo Superior de Investigaciones Científicas (España)-
dc.contributor.funderGobierno de Canarias-
dc.identifier.funderhttp://dx.doi.org/10.13039/501100006280es_ES
dc.identifier.funderhttp://dx.doi.org/10.13039/501100000780es_ES
dc.identifier.funderhttp://dx.doi.org/10.13039/501100003339es_ES
dc.type.coarhttp://purl.org/coar/resource_type/c_6501es_ES
item.openairetypeartículo-
item.cerifentitytypePublications-
item.languageiso639-1en-
item.grantfulltextnone-
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.fulltextNo Fulltext-
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