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http://hdl.handle.net/10261/15622
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Campo DC | Valor | Lengua/Idioma |
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dc.contributor.author | Serrano, Pedro | - |
dc.contributor.author | Llebaria, Amadeu | - |
dc.contributor.author | Vázquez, Jordi | - |
dc.contributor.author | Pablo, Joan de | - |
dc.contributor.author | Anglada Rull, Josep M. | - |
dc.contributor.author | Delgado Cirilo, Antonio | - |
dc.date.accessioned | 2009-08-03T12:45:31Z | - |
dc.date.available | 2009-08-03T12:45:31Z | - |
dc.date.issued | 2005-05-13 | - |
dc.identifier.citation | Chemistry: A European Journal 11(15): 4465-4472 (2005) | en_US |
dc.identifier.issn | 0947-6539 | - |
dc.identifier.uri | http://hdl.handle.net/10261/15622 | - |
dc.description | 8 pages, 3 figures, 1 table.-- PMID: 15892185 [PubMed].-- Printed version published Jul 18, 2005. | en_US |
dc.description | Corrigendum published in: Chemistry 12(2): 349 (Dec 2005), http://dx.doi.org/10.1002/chem.200690007 | - |
dc.description.abstract | Experimental and theoretical studies on the influence of Li ions on the regio- and the stereoselectivity of the reaction of cyclitol epoxides with nitrogen nucleophiles have been carried out. Model studies with NaN3 as a nucleophile in the absence of Li ions predict a mixture of C1 and C2 regioadducts. The inclusion of two Li ions as a chelating agent favours the operation of a low populated all-axial conformation leading ultimately to the C1 adducts. In all cases, the results can be rationalised by geometric and energetic considerations of the corresponding transition states. Predictions of the theoretical calculations are in good agreement with the experimental results using primary and secondary amines as nucleophiles, and thus confirm the validity of this study. | en_US |
dc.description.sponsorship | Financial support from Ministerio de Ciencia y Tecnología, Spain (MCYT, BQU2002-03737 and BQU2002-04485-C02-01) and DURSI, Generalitat de Catalunya (2001SGR00342, 2001SGR00085 and 2001SGR00048) are gratefully acknowledged. P.S. thanks Ministerio de Educación, Cultura y Deportes for a predoctoral fellowship (FPU-AP2000-0839). | en_US |
dc.format.extent | 22195 bytes | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | en_US |
dc.publisher | John Wiley & Sons | en_US |
dc.rights | closedAccess | en_US |
dc.subject | Ab initio calculations | en_US |
dc.subject | Amino alcohols | en_US |
dc.subject | Conformation analysis | en_US |
dc.subject | Epoxides | en_US |
dc.subject | Regioselectivity | en_US |
dc.title | On the regio- and stereoselective synthesis of aminocyclitols from cyclitol epoxides: the effect of Li as a chelating agent | en_US |
dc.type | artículo | en_US |
dc.identifier.doi | 10.1002/chem.200401270 | - |
dc.description.peerreviewed | Peer reviewed | en_US |
dc.relation.publisherversion | http://dx.doi.org/10.1002/chem.200401270 | en_US |
dc.identifier.e-issn | 1521-3765 | - |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.cerifentitytype | Publications | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.grantfulltext | none | - |
item.openairetype | artículo | - |
item.fulltext | No Fulltext | - |
item.languageiso639-1 | en | - |
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