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Author dc.contributor.author Humam, Munir
Author dc.contributor.author Christen, Philippe
Author dc.contributor.author Munoz, Orlando
Author dc.contributor.author Hostettmann, Kurt
Author dc.contributor.author Jeannerat, Damien
Admission date dc.date.accessioned 2018-12-20T14:11:44Z
Available date dc.date.available 2018-12-20T14:11:44Z
Publication date dc.date.issued 2008
Cita de ítem dc.identifier.citation Chirality, Volumen 20, Issue 1, 2018, Pages 20-25
Identifier dc.identifier.issn 08990042
Identifier dc.identifier.issn 1520636X
Identifier dc.identifier.other 10.1002/chir.20481
Identifier dc.identifier.uri https://repositorio.uchile.cl/handle/2250/154617
Abstract dc.description.abstract The absolute configuration of heterocyclic natural products substituted with two mobile α,β-unsaturated esters was studied using electronic circular dichroism (CD) spectroscopy. The conformational flexibility of the side chains imposed the use of density functional theory calculation to determine the set of the most probable conformations in solution. The electronic CD and UV spectra were calculated by Boltzmann-weighted average of the simulated spectra using the results of the excited states calculation of a set of simplified structures. Comparison with the experimental CD spectrum allowed to determine whether the calculations were made with the right enantiomer. The method was applied to the determination of the absolute configuration of (R,R)-trans-3-hydroxysenecioyloxy-6-senecioyloxytropane. © 2007 Wiley-Liss, Inc.
Lenguage dc.language.iso en
Type of license dc.rights Attribution-NonCommercial-NoDerivs 3.0 Chile
Link to License dc.rights.uri http://creativecommons.org/licenses/by-nc-nd/3.0/cl/
Source dc.source Chirality
Keywords dc.subject (R,R)-trans-3-hydroxysenecioyloxy-6- senecioyloxytropane
Keywords dc.subject Schizanthus tricolor
Keywords dc.subject Tropane alkaloids
Título dc.title Absolute configuration of tropane alkaloids bearing two α,β-unsaturated ester functions using electronic CD spectroscopy: Application to (R,R)-trans-3- hydroxysenecioyloxy-6-senecioyloxytropane
Document type dc.type Artículo de revista
Cataloguer uchile.catalogador SCOPUS
Indexation uchile.index Artículo de publicación SCOPUS
uchile.cosecha uchile.cosecha SI
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