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http://hdl.handle.net/10261/16760
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Campo DC | Valor | Lengua/Idioma |
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dc.contributor.author | Francisco, Cosme G. | en_US |
dc.contributor.author | León, Elisa I. | en_US |
dc.contributor.author | Martín, Ángeles | en_US |
dc.contributor.author | Moreno, Pilar | en_US |
dc.contributor.author | Rodríguez Morales, María S. | en_US |
dc.contributor.author | Suárez, Ernesto | en_US |
dc.date.accessioned | 2009-09-09T07:22:09Z | - |
dc.date.available | 2009-09-09T07:22:09Z | - |
dc.date.issued | 2001-09-18 | en_US |
dc.identifier.citation | Journal of Organic Chemistry 66(21): 6967-6976 (2001) | en_US |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | http://hdl.handle.net/10261/16760 | - |
dc.description | 10 pages, 3 tables, 3 schemes.-- PMID: 11597215 [PubMed].-- Printed version published Oct 19, 2001.-- Supporting information available at: http://pubs.acs.org/doi/suppl/10.1021/jo0156565 | - |
dc.description.abstract | A series of anomeric nitrate esters and N-phthalimido glycosides of carbohydrates in furanose and pyranose forms have been synthesized in order to generate the corresponding alkoxy radicals and study the C1−C2 fragmentation reaction under reductive conditions. This reaction constitutes a two-step method for the transformation of carbohydrates into the corresponding alditols with one less carbon. Using this methodology, interesting four- and five-carbon building blocks for natural products synthesis possessing d-erythritol, d-threitol, d-xylitol, and d-arabinitol stereochemistry have been prepared. The synthesis of 1,2-O-isopropylidene-β-l-threose (40) and 1-acetamido-2,4,5-tri-O-acetyl-d-arabinitol (50) have also been achieved from 1,2:5,6-di-O-isopropylidene-β-d-glucofuranose and 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-d-glucopyranose, respectively. | - |
dc.description.sponsorship | This work was supported by the Investigation Program No. PB96-1461 of the Dirección General de Investigación Científica y Técnica, Spain. P.M. and A.M. thank the Ministerio de Educación y Ciencia, Spain, for a fellowship and a contract under the program Acciones para la Incorporación a España de Doctores y Tecnólogos, respectively. | - |
dc.format.extent | 2373 bytes | - |
dc.format.extent | 682237 bytes | - |
dc.format.mimetype | text/plain | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | en_US |
dc.publisher | American Chemical Society | - |
dc.rights | closedAccess | en_US |
dc.title | Reductive fragmentation of carbohydrate anomeric alkoxy radicals. Synthesis of alditols with potential utility as chiral synthons | en_US |
dc.type | artículo | en_US |
dc.identifier.doi | 10.1021/jo0156565 | - |
dc.relation.publisherversion | http://dx.doi.org/10.1021/jo0156565 | - |
dc.contributor.funder | Dirección General de Investigación Científica y Técnica, DGICT (España) | - |
dc.contributor.funder | Ministerio de Educación y Ciencia (España) | - |
dc.identifier.funder | http://dx.doi.org/10.13039/501100008737 | es_ES |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.openairetype | artículo | - |
item.grantfulltext | none | - |
item.cerifentitytype | Publications | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.fulltext | No Fulltext | - |
item.languageiso639-1 | en | - |
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