Bis(oxazolines) based on glycopyranosides - Steric, configurational and conformational influences on stereoselectivity

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dc.identifier.uri http://dx.doi.org/10.15488/564
dc.identifier.uri http://www.repo.uni-hannover.de/handle/123456789/588
dc.contributor.author Minuth, Tobias
dc.contributor.author Boysen, Mike M. K.
dc.date.accessioned 2016-10-28T09:54:27Z
dc.date.available 2016-10-28T09:54:27Z
dc.date.issued 2010
dc.identifier.citation Minuth, Tobias; Boysen, Mike M. K.: Bis(oxazolines) based on glycopyranosides - Steric, configurational and conformational influences on stereoselectivity. In: Beilstein Journal of Organic Chemistry 6 (2010), 23. DOI: http://dx.doi.org/10.3762/bjoc.6.23
dc.description.abstract In previous studies we found that the asymmetric induction of bis(oxazolines) based on D-glucosamine strongly depended on the steric demand of the 3-O-substituents. To further probe the impact of the 3-position of the pyranose scaffold, we prepared 3-epimerised and 3-defunctionalised versions of these ligands as well as a 3-O-formyl derivative. Application of these new ligands in asymmetric cyclopropanation revealed strong steric and configurational effects of position 3 on asymmetric induction, further dramatic effects of the pyranose conformation were also observed. eng
dc.description.sponsorship Volkswagen Foundation
dc.description.sponsorship DFG
dc.language.iso eng
dc.publisher Frankfurt am Main : Beilstein-Institut zur Förderung der Chemischen Wissenschaften
dc.relation.ispartofseries Beilstein Journal of Organic Chemistry 6 (2010)
dc.rights CC BY 2.0
dc.rights.uri https://creativecommons.org/licenses/by/2.0/
dc.subject Asymmetric synthesis eng
dc.subject Carbohydrates eng
dc.subject Copper eng
dc.subject Cyclopropanation eng
dc.subject Ligand design eng
dc.subject.ddc 500 | Naturwissenschaften ger
dc.subject.ddc 540 | Chemie ger
dc.title Bis(oxazolines) based on glycopyranosides - Steric, configurational and conformational influences on stereoselectivity
dc.type article
dc.type Text
dc.relation.issn 1860-5397
dc.relation.doi http://dx.doi.org/10.3762/bjoc.6.23
dc.bibliographicCitation.volume 6
dc.bibliographicCitation.firstPage 23
dc.description.version publishedVersion
tib.accessRights frei zug�nglich


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