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dc.creatorMilić, Dragana
dc.creatorPrato, Maurizio
dc.date.accessioned2018-11-22T00:15:52Z
dc.date.available2018-11-22T00:15:52Z
dc.date.issued2010
dc.identifier.issn1434-193X
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/1044
dc.description.abstractTwo classes of unsymmetrical, orthogonally protected bis-fulleropyrrohdine amino acids have been prepared as models for fullerene-based peptidomimetics with the carbon sphere inserted into the peptide backbone Two successive [3+2] cycloadditions of azomethine ylides (thermally generated from formaldehyde and the corresponding orthogonally protected glycino-amines and -acids) to C(60) afforded NHFmoc/CO(2)tBu and NHBoc/CO(2)Me fulleropyrrolidine couples, offering the possibility of selective deprotection under both acidic and basic conditions In both classes of unsymmetrical bis-adducts, the distribution of all the trans (t(1)-t(4)) and equatorial (e' and e '') isomers was quite similar except. for the t(3) NHBoc/CO(2)Me compound, which rapidly decomposed during chromatography All compounds were characterized by UV/Vis, (1)H and (13)C NMR spectroscopy, and mass spectrometryen
dc.publisherWiley-V C H Verlag Gmbh, Weinheim
dc.relationinfo:eu-repo/grantAgreement/MESTD/MPN2006-2010/142049/RS//
dc.relationItalian Ministry of Education (MIUR)
dc.relationUniversity of Trieste
dc.rightsrestrictedAccess
dc.sourceEuropean Journal of Organic Chemistry
dc.subjectFullerenesen
dc.subjectCycloadditionen
dc.subjectAminoacidsen
dc.subjectHeterocyclesen
dc.subjectPeptidomimeticsen
dc.titleFullerene Unsymmetrical Bis-Adducts as Models for Novel Peptidomimeticsen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractМилић, Драгана; Прато, Мауризио;
dc.citation.issue3
dc.citation.spage476
dc.citation.epage483
dc.identifier.wos000274429700011
dc.identifier.doi10.1002/ejoc.200900791
dc.citation.other(3): 476-483
dc.citation.rankM21
dc.type.versionpublishedVersionen
dc.identifier.scopus2-s2.0-74549181299
dc.identifier.rcubKon_2044


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