Brase, Julia

[["dc.bibliographiccitation.firstpage","413"],["dc.bibliographiccitation.issue","5"],["dc.bibliographiccitation.journal","Accounts of Chemical Research"],["dc.bibliographiccitation.lastpage","422"],["dc.bibliographiccitation.volume","38"],["dc.contributor.author","De Meijere, A."],["dc.contributor.author","Zezschwitz, Paultheo von"],["dc.contributor.author","Brase, S."],["dc.date.accessioned","2018-11-07T11:01:15Z"],["dc.date.available","2018-11-07T11:01:15Z"],["dc.date.issued","2005"],["dc.description.abstract","The domino-type combination of consecutive palladium-catalyzed cross-coupling reactions with subsequent pericyclic transformations offers a very fast access to various oligocyclic skeletons. This Account highlights all-intramolecular, intra-intermolecular, and allintermolecular organopalladation cascades leading to 1,3,5hexatrienes, which undergo consecutive 6 pi-electrocyclizations with closure of three, two, or just one ring, respectively. Sequences of cross-coupling reactions and Diels-Alder additions are also discussed, as well as tricyclizations of 2-bromoenediynes giving rise to bisannelated benzene and fulvene derivatives."],["dc.identifier.doi","10.1021/ar980025r"],["dc.identifier.isi","000229223600005"],["dc.identifier.pmid","15895979"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/51104"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.relation.issn","0001-4842"],["dc.title","The virtue of palladium-catalyzed domino reactions - Diverse oligocyclizations of acyclic 2-bromoenynes and 2-bromoenediynes"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","1467"],["dc.bibliographiccitation.issue","10"],["dc.bibliographiccitation.journal","Synlett"],["dc.bibliographiccitation.lastpage","1469"],["dc.contributor.author","Nuske, H."],["dc.contributor.author","Brase, S."],["dc.contributor.author","de Meijere, Armin"],["dc.date.accessioned","2018-11-07T09:58:40Z"],["dc.date.available","2018-11-07T09:58:40Z"],["dc.date.issued","2000"],["dc.description.abstract","Palladium-catalyzed substitutions on primary and secondary 3,3-dimethylcyclopropenylmethyl carbonates 6a-OR, readily prepared by reaction of 3,3-dimethylcyclopropenyllithium with formaldehyde and subsequent acylation with methyl or benzyl chloroformate, with dimethylmalonate enolates and bissulfonyl-stabilized carbanions occurred regioselectively to give derivatives 12-16 in good yields (43-81%). The reaction of the tertiary acetate 6c-Me gave a mixture of the regioisomeric products 17 (43%) and 18 (27%)."],["dc.identifier.isi","000089803400024"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/37412"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Georg Thieme Verlag"],["dc.relation.issn","0936-5214"],["dc.title","New cyclopropyl building blocks for organic synthesis, Part 61 - Catalyzed nucleophilic substitution on cyclopropenylmethyl esters - Reactions via a 1,2-methano-pi-allylpalladium intermediate"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","74"],["dc.bibliographiccitation.lastpage","86"],["dc.bibliographiccitation.seriesnr","892"],["dc.contributor.author","Es-Sayed, M."],["dc.contributor.author","Beck, M."],["dc.contributor.author","Brase, S."],["dc.contributor.author","de Meijere, Armin"],["dc.contributor.author","Funke, C."],["dc.contributor.author","Kather, K."],["dc.contributor.author","Limbach, M."],["dc.contributor.author","Lormann, MEP"],["dc.contributor.author","Paulitz, C."],["dc.contributor.author","Wroblowsky, H."],["dc.contributor.author","Zimmermann, V."],["dc.date.accessioned","2018-11-07T08:44:27Z"],["dc.date.available","2018-11-07T08:44:27Z"],["dc.date.issued","2005"],["dc.description.abstract","At Bayer CropScience combinatorial chemistry has been used to significantly increase and diversify the compound collection for high throughput in vitro and in vivo screening. Quality aspects were seen critical along this process, from the selection of novel chemotypes with a known biological background to the purity of the test compounds. This will be exemplified by a benzotriazole library obtained by a polymer-bound version of the Sanger reagent attached via a traceless triazene linker (T1). After identification of initial fungicidal activity a thorough analysis in all relevant internal chemical and biological databases revealed the structural requirements for 2(nd) validation libraries, increasing the success likelihood to find potential leads worth further optimization. In a second combinatorial approach peptides with an agro-relevant mode of action will be used to derive new active ingredients. Based on cyclopropylideneacetate chemistry, a structurally extremely flexible peptidomimetic system has been developed for systematic modification of biologically important peptide motifs in potentially optimized conformations. The next step will be the identification of analogues based on this structural informations."],["dc.identifier.isi","000228806500007"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/20202"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","American Chemical Society"],["dc.publisher.place","Washington, DC"],["dc.relation.conference","Pan-Pacific Conference on Pesticide Science"],["dc.relation.crisseries","ACS Symposium Series"],["dc.relation.eventend","2003-06-04"],["dc.relation.eventlocation","Honolulu, HI"],["dc.relation.eventstart","2003-06-01"],["dc.relation.isbn","0-8412-3903-7"],["dc.relation.ispartof","New discoveries in agrochemicals"],["dc.relation.ispartofseries","ACS symposium series; 892"],["dc.title","CombiChem at Bayer CropScience: What we have learned, exemplified by recent chemistries"],["dc.type","conference_paper"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","2350"],["dc.bibliographiccitation.issue","10"],["dc.bibliographiccitation.journal","Chemistry - A European Journal"],["dc.bibliographiccitation.lastpage","2369"],["dc.bibliographiccitation.volume","8"],["dc.contributor.author","Nuske, H."],["dc.contributor.author","Brase, S."],["dc.contributor.author","Kozhushkov, Sergei I."],["dc.contributor.author","Noltemeyer, M."],["dc.contributor.author","Es-Sayed, M."],["dc.contributor.author","de Meijere, Armin"],["dc.date.accessioned","2018-11-07T10:29:48Z"],["dc.date.available","2018-11-07T10:29:48Z"],["dc.date.issued","2002"],["dc.description.abstract","Bicyclopropylidene (1) was found to surpass even methyl acrylate (17a) in its rate of undergoing carbopalladation with aryl- or alkenylpalladium species. leading to substituted allylidenecyclopropanes 5, 7 and 10, mostly in high yields (37 - 78%). These dienes and cross-conjugated trienes react in a Diels-Alder mode with dienophiles to give spiro[2.5]octenes 18a-Ph, 18b-Ph and 18a-Vin, respectively, in good yields (89, 69 and 65%). The overall transformation can be achieved as a one-pot three-component reaction with a variety of dienophiles to furnish the domino Heck-Diels-Alder products 18 regioselectively in most cases in good to very high yields (49-100%). The reaction of I with iodobenzene (2-Ph) and 17a gave 18a-Ph in virtually quantitative yield-also on a gram scale-using, only 1 mol% of catalyst, and even bromobenzene (22) gave 18a-Ph in 59% yield. Bicyclopropylidene (1). in the presence of palladium acetate/triphenylphosphane underwent rearrangement to allylidenecyclopropane (5-H), which in turn dimerized (73%) in the absence of other reaction partners, or could be trapped by diethyl fumarate (17c) to give the Diels-Alder adduct 18c-H in 45% yield. The coupling of oligoiodobenzenes with I and subsequent cycloaddition could he extended to a multicomponent reaction. In this way, 1.4-diiodobenzene (37). 1 and an alkyl acrylate gave the products 38 of a twofold Heck-Diels-Alder reaction in up to 87% yield, 1,3,5-triiodobenzene (39) reacted in up to 72% yield and ultimately 1,2,4,5-tetraiodobenzene (41) gave the fourfold domino Heck-Diels-Alder product 42 in 47% isolated yield, in a single operation in which 12 new carbon-carbon bonds were formed."],["dc.identifier.doi","10.1002/1521-3765(20020517)8:10<2350::AID-CHEM2350>3.0.CO;2-E"],["dc.identifier.isi","000175771300017"],["dc.identifier.pmid","12012419"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/43722"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-v C H Verlag Gmbh"],["dc.relation.issn","0947-6539"],["dc.title","New highly efficient three-component domino Heck-Diels-Alder reaction with bicyclopropylidene: Rapid access to spiro[2.5]oct-4-ene derivatives"],["dc.type","review"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","4167"],["dc.bibliographiccitation.issue","19"],["dc.bibliographiccitation.journal","European Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","4178"],["dc.contributor.author","Brase, S."],["dc.contributor.author","Wertal, H."],["dc.contributor.author","Frank, D."],["dc.contributor.author","Vidovic, D."],["dc.contributor.author","de Meijere, Armin"],["dc.date.accessioned","2018-11-07T10:55:42Z"],["dc.date.available","2018-11-07T10:55:42Z"],["dc.date.issued","2005"],["dc.description.abstract","2-Bromoalka-l,n-dienes such as 9, 30 and 14 (n = 7) with tetrasubstituted methylenecyclopropane end groups, under palladium catalysis, underwent cyclization with cyclopropane-ring opening to give 2-ethenyl-3-methylene-1-cycloalkenes 41 (n = 6), 42 (n = 7), and 43, which are substituted monocyclic [3]dendralenes, in 65, 63 and 70 % yield, respectively. The same cross-conjugated trienes were isolated in good to excellent yields (77-92 %) from the corresponding 1,6- (10-H, 15) and 1,7-enynes (28-H) by a more atom-economic, palladium-catalyzed cycloisomerization. The vinylpalladium. halide intermediate generated by initial carbopalladation of the 1,6-enyne 10-H with in situ generated phenylpalladium. iodide also underwent the same cyclization cascade"],["dc.identifier.doi","10.1002/ejoc.200500330"],["dc.identifier.isi","000232322700015"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/49846"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-v C H Verlag Gmbh"],["dc.relation.issn","1434-193X"],["dc.title","Intramolecular Heck couplings and cycloisomerizations of bromodienes and enynes with 1 ',1 '-disubstituted methylenecyclopropane terminators: Efficient syntheses of [3]dendralenes"],["dc.type","review"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","1745"],["dc.bibliographiccitation.issue","9"],["dc.bibliographiccitation.journal","Pure and Applied Chemistry"],["dc.bibliographiccitation.lastpage","1756"],["dc.bibliographiccitation.volume","72"],["dc.contributor.author","Meijere, Armin de"],["dc.contributor.author","Kozhushkov, Sergei I."],["dc.contributor.author","Spath, T."],["dc.contributor.author","Seebach, M. von"],["dc.contributor.author","Lohr, S."],["dc.contributor.author","Nuske, H."],["dc.contributor.author","Pohlmann, T."],["dc.contributor.author","Es-Sayed, M."],["dc.contributor.author","Brase, S."],["dc.date.accessioned","2018-11-07T10:32:37Z"],["dc.date.available","2018-11-07T10:32:37Z"],["dc.date.issued","2000"],["dc.description.abstract","Bicyclopropylidene (4), now readily available in preparatively viable quantities, is evolving as a useful C-6 building block for organic synthesis due to its enhanced reactivity at the C-H, the C=C, as well as both types of C-C single bonds. Monosubstituted derivatives are accessible by deprotonation/electrophilic substitution. Di- and tetrasubstituted bicyclopropylidenes are best made by copper-mediated reductive dimerization of bromolithiocarbenoids. The 1,3-dipolar cycloadducts of nitrones rearrange to spirocyclopropanated piperidones, palladium-catalyzed codimerizations with acrylates occur with opening of one of the rings to yield precursors to bicyclo[3.3.0]octene and bicyclo[5.3.0]decene skeletons. Silicon-heteroatom bonds can be added across the double bond of 4 under palladium catalysis just like across a C=C triple bond, and carbopalladation of the double bond in 4 occurs more rapidly than that in an acrylate. A variety of new three-component reactions of 4 with alkenyl as well as aryl halides and dienophiles have been developed and extended to be carried out in a combinatorial sense, even on a polymer support, with an additional dimension added in the cleavage step. Most of the reported reactions of bicyclopropylidene (4) proceed with good to excellent yields."],["dc.identifier.isi","000166578600024"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/44389"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Int Union Pure Applied Chemistry"],["dc.publisher.place","Res triangle pk"],["dc.relation.conference","13th International Conference on Organic Synthesis (ICOS-13)"],["dc.relation.eventlocation","WARSAW, POLAND"],["dc.relation.issn","0033-4545"],["dc.title","Bicyclopropylidene. A unique tetrasubstituted alkene and versatile C-6-building block for organic synthesis"],["dc.type","conference_paper"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dspace.entity.type","Publication"]]