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Fitjer, Lutz
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Fitjer, Lutz
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Fitjer, Lutz
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Fitjer, L.
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2007Journal Article [["dc.bibliographiccitation.firstpage","9264"],["dc.bibliographiccitation.issue","24"],["dc.bibliographiccitation.journal","The Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","9277"],["dc.bibliographiccitation.volume","72"],["dc.contributor.author","Widjaja, Tien"],["dc.contributor.author","Fitjer, Lutz"],["dc.contributor.author","Pal, Aritra"],["dc.contributor.author","Schmidt, Hans-Georg"],["dc.contributor.author","Noltemeyer, Mathias"],["dc.contributor.author","Diedrich, Christian"],["dc.contributor.author","Grimme, Stefan"],["dc.date.accessioned","2018-11-07T10:51:51Z"],["dc.date.available","2018-11-07T10:51:51Z"],["dc.date.issued","2007"],["dc.description.abstract","[Graphics] The pseudohelical hydrocarbons (R)-6, (S)-7, and (R)-8 and the helical hydrocarbon (P)-9, formally derived from the helical hydrocarbon (P)-4 by stepwise replacement of each of the four-membered rings by a five-membered ring, have been prepared. Their optical rotations vary systematically, both in magnitude and sign. Of the extremes, (P)-4 represents the usual case of a right-handed dextrorotatory helix, while (P)-9 represents the unusual case of a right-handed levorotatory helix. To rationalize these facts, DFT calculations of the rotatory power of (P)-helices of three-, four-, and five-membered rings have been performed. The results show a very good agreement with the experimental data for the rigid helices of three-membered rings and always show the correct sign and order of magnitude for the flexible helices of four- and five-membered rings for which Boltzmann-averaged optical rotations of up to six conformers had to be used. Within the conformers of the latter, a set of large dihedral angles for the bonds of the inner sphere correspond to a high specific rotation, and a set of small dihedral angles correspond to a low specific rotation. As a consequence, the Boltzmann-averaged values markedly depend on the geometry and weight of the conformers involved."],["dc.identifier.doi","10.1021/jo7017558"],["dc.identifier.isi","000251039700033"],["dc.identifier.pmid","17973532"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/48979"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Amer Chemical Soc"],["dc.relation.issn","0022-3263"],["dc.title","Pseudohelical and helical primary structures of 1,2-spiroannelated four- and five-membered rings: Syntheses and chiroptical properties"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]Details DOI PMID PMC WOS2009Journal Article [["dc.bibliographiccitation.firstpage","1040"],["dc.bibliographiccitation.issue","5"],["dc.bibliographiccitation.journal","Tetrahedron"],["dc.bibliographiccitation.lastpage","1047"],["dc.bibliographiccitation.volume","65"],["dc.contributor.author","El-Hachach, Nizar"],["dc.contributor.author","Gerke, Ralf"],["dc.contributor.author","Noltemeyer, Mathias"],["dc.contributor.author","Fitjer, Lutz"],["dc.date.accessioned","2018-11-07T08:33:23Z"],["dc.date.available","2018-11-07T08:33:23Z"],["dc.date.issued","2009"],["dc.description.abstract","New approaches to the protoilludane sesquiterpenes (+/-)-cerapicol and (+/-)-sterpurene via rearrangement routes are described. The absolute configuration of (+)-cerapicol has been determined and found in accord with a biosynthesis of the natural product via cyclization of humulene to the so-called protoilludyl cation and a subsequent 1,2-alkyl shift. (C) 2008 Elsevier Ltd. All rights reserved."],["dc.identifier.doi","10.1016/j.tet.2008.11.066"],["dc.identifier.isi","000263218500011"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/17566"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Pergamon-elsevier Science Ltd"],["dc.relation.issn","0040-4020"],["dc.title","Protoilludane sesquiterpenes: synthesis of (+/-)-cerapicol, formal synthesis of (+/-)-sterpurene, and synthesis and absolute configuration of (+)-cerapicol"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]Details DOI WOS2009Journal Article [["dc.bibliographiccitation.firstpage","5192"],["dc.bibliographiccitation.issue","27"],["dc.bibliographiccitation.journal","Tetrahedron"],["dc.bibliographiccitation.lastpage","5198"],["dc.bibliographiccitation.volume","65"],["dc.contributor.author","Justus, Karl"],["dc.contributor.author","Beck, Tobias"],["dc.contributor.author","Noltemeyer, Mathias"],["dc.contributor.author","Fitjer, Lutz"],["dc.date.accessioned","2018-11-07T08:27:48Z"],["dc.date.available","2018-11-07T08:27:48Z"],["dc.date.issued","2009"],["dc.description.abstract","The acid catalyzed rearrangement of two cyclohexanols of spiroannelated four-membered rings has been studied. In accordance with molecular mechanics calculations, far-reaching reorganizations with formation of unsaturated hexacyclic systems, including a fully cycloalkylated cyclohexene with a bispropellane Partial structure, were observed. Attempts to convert this bispropellane to a trispropellane failed. (C) 2009 Elsevier Ltd. All rights reserved."],["dc.identifier.doi","10.1016/j.tet.2009.05.005"],["dc.identifier.isi","000267587600006"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/16278"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Pergamon-elsevier Science Ltd"],["dc.relation.issn","0040-4020"],["dc.title","Percycloalkylated cyclohexanes: attempted synthesis of a trispropellane"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]Details DOI WOS