Rauch, Karsten

[["dc.bibliographiccitation.firstpage","8688"],["dc.bibliographiccitation.issue","31"],["dc.bibliographiccitation.journal","Chemistry - A European Journal"],["dc.bibliographiccitation.lastpage","8695"],["dc.bibliographiccitation.volume","13"],["dc.contributor.author","Kwit, Marcin"],["dc.contributor.author","Plutecka, Agnieszka"],["dc.contributor.author","Rychlewska, Urszula"],["dc.contributor.author","Gawronski, Jacek"],["dc.contributor.author","Khlebnikov, Alexander F."],["dc.contributor.author","Kozhushkov, Sergei I."],["dc.contributor.author","Rauch, Karsten"],["dc.contributor.author","Meijere, Armin de"],["dc.date.accessioned","2018-11-07T11:06:15Z"],["dc.date.available","2018-11-07T11:06:15Z"],["dc.date.issued","2007"],["dc.description.abstract","Aliphatic dialdehydes of rigid structures having a cyclohexane, a bicyclo[2.2.2]octane or a [7]triangulane skeleton, have been condensed with enantiomerically pure trans- 1,2-diami-nocyclohexane to give [3+3] or [2+2] macrocyclization products. Unlike acyclic aliphatic imines, these macrocyclic oligomines show enhanced stabilities and their structures in the crystals could be determined by X-ray diffraction analyses. The enantiomerically pure [7]triangulane dialdehyde showed remarkable diastereoselectivity in the condensation with the two enantiomers of trans-1,2-diaminocyclohexane: only one of the enantiomers gave a [2+2] macrocyclization product. Circular dichroism measurements combined with computational analysis show that the lowest energy electronic transition in these cyclic oligomines is of n-pi type."],["dc.identifier.doi","10.1002/chem.200700648"],["dc.identifier.isi","000250733600005"],["dc.identifier.pmid","17661323"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/52261"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.relation.issn","0947-6539"],["dc.title","Chiral macrocyclic aliphatic oligoimines derived from trans-1,2-diaminocyclohexane"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.issue","42"],["dc.bibliographiccitation.journal","ChemInform"],["dc.bibliographiccitation.volume","41"],["dc.contributor.author","de Meijere, Armin"],["dc.contributor.author","Khlebnikov, Alexander F."],["dc.contributor.author","Suennemann, Hans Wolf"],["dc.contributor.author","Frank, Daniel"],["dc.contributor.author","Rauch, Karsten"],["dc.contributor.author","Yufit, Dmitrii S."],["dc.date.accessioned","2021-12-08T12:29:51Z"],["dc.date.available","2021-12-08T12:29:51Z"],["dc.date.issued","2010"],["dc.identifier.doi","10.1002/chin.201042052"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/96236"],["dc.language.iso","en"],["dc.notes.intern","DOI-Import GROB-476"],["dc.relation.issn","0931-7597"],["dc.rights.uri","http://doi.wiley.com/10.1002/tdm_license_1.1"],["dc.title","ChemInform Abstract: Cyclopropyl Building Blocks for Organic Synthesis. Part 154. Convenient Access to Various 1-Cyclopropylcyclopropane Derivatives."],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","3295"],["dc.bibliographiccitation.issue","17"],["dc.bibliographiccitation.journal","European Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","3301"],["dc.contributor.author","de Meijere, Armin"],["dc.contributor.author","Khlebnikov, Alexander F."],["dc.contributor.author","Suennemann, Hans Wolf"],["dc.contributor.author","Frank, Daniel"],["dc.contributor.author","Rauch, Karsten"],["dc.contributor.author","Yufit, Dmitry S."],["dc.date.accessioned","2018-11-07T08:42:34Z"],["dc.date.available","2018-11-07T08:42:34Z"],["dc.date.issued","2010"],["dc.description.abstract","1-Bromo-1-cyclopropylcyclopropane (1), which is easily accessible in two steps from methyl cyclopropanecarboxylate, does not form a stable Grignard reagent upon reaction with elemental magnesium, yet it readily undergoes bromine/lithium exchange without rearrangement upon treatment with tert-butyllithium in diethyl ether/pentane at -78 degrees C, and the resulting 1-lithio-l-cyclopropylcyclopropane can be trapped with various electrophiles to give the correspondingly 1-substituted bicyclopropyl derivatives 10 in yields ranging from 38 to over 90% (13 examples). The (1-cyclopropylcyclopropyl)boronate 10m, which is also obtained from the 1-lithio derivative, has been subjected to Suzuki cross couplings with a number of aryl halides to furnish 1-aryl-1,1'-bicyclopropyl compounds 11 (4 examples, 14-50% yield), predominantly without rearrangement. Further transformations of 1-cyclopropylcyclopropanecarbaldehyde (10e) have provided 2-(1-cyclopropylcyclopropyl)glycine (16), ethyl 3(1-cyclopropylcyclopropyl)acrylate (17), and its cycloadducts with the nitrone 18 and cyclopentadiene 19, albeit the latter only in poor yield."],["dc.identifier.doi","10.1002/ejoc.201000209"],["dc.identifier.isi","000279081100015"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/19731"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-blackwell"],["dc.relation.issn","1434-193X"],["dc.title","Convenient Access to Various 1-Cyclopropylcyclopropane Derivatives"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]