English   español  
Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/211872
Share/Impact:
Statistics
logo share SHARE logo core CORE   Add this article to your Mendeley library MendeleyBASE

Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL
Exportar a otros formatos:

Title

Stereochemical study of the CD spectral differences between anomers of alkyl glucopyranosides

AuthorsPadrón, Juan I. ; Vázquez, Jesús T.
KeywordsStereochemical study
Alkyl glucopyranosides
Anomers
Issue Date27-Feb-1998
PublisherElsevier
CitationTetrahedron Asymmetry 9(4): 613-627 (1998)
AbstractSlightly different chair conformation geometries were demonstrated to be the origin of the CD spectral differences observed in anomers of alkyl glucopyranosides. The study, using methyl glucopyranoside derivatives as model compounds, showed excellent agreement between CD data, 1H NMR data, and semiempirical calculations, and the geometries found explained satisfactorily the higher amplitudes observed for the β-anomers of tetrachromophorically substituted alkyl glucopyranosides. The pairwise interactions involving the chromophore at C2, the 2/3, 2/4 and 2/6, were the most dependent on the anomeric configuration, the 2/4 interaction even showing opposite CD signs for the anomers. In addition, the 2/3 pairwise interaction was revealed to be independent of the structural nature of the aglycon.
Publisher version (URL)https://doi.org/10.1016/S0957-4166(98)00037-8
URIhttp://hdl.handle.net/10261/211872
DOI10.1016/S0957-4166(98)00037-8
ISSN0957-4166
Appears in Collections:(IPNA) Artículos
Files in This Item:
File Description SizeFormat 
accesoRestringido.pdfArtículo Principal15,38 kBAdobe PDFThumbnail
View/Open
Show full item record
Review this work
 

Related articles:


WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.