000885453 001__ 885453
000885453 005__ 20210130010411.0
000885453 0247_ $$2doi$$a10.1002/adsc.202000039
000885453 0247_ $$2ISSN$$a0941-1216
000885453 0247_ $$2ISSN$$a1436-9966
000885453 0247_ $$2ISSN$$a1521-3897
000885453 0247_ $$2ISSN$$a1615-4150
000885453 0247_ $$2ISSN$$a1615-4169
000885453 0247_ $$2Handle$$a2128/25837
000885453 0247_ $$2altmetric$$aaltmetric:78591572
000885453 0247_ $$2WOS$$aWOS:000540092500012
000885453 037__ $$aFZJ-2020-03836
000885453 041__ $$aEnglish
000885453 082__ $$a660
000885453 1001_ $$0P:(DE-Juel1)167459$$aDrennhaus, Till$$b0
000885453 245__ $$aEnantioselective Ammonium Ylide Mediated One‐Pot Synthesis of Highly Substituted γ ‐Butyrolactones
000885453 260__ $$aWeinheim$$bWiley-VCH$$c2020
000885453 3367_ $$2DRIVER$$aarticle
000885453 3367_ $$2DataCite$$aOutput Types/Journal article
000885453 3367_ $$0PUB:(DE-HGF)16$$2PUB:(DE-HGF)$$aJournal Article$$bjournal$$mjournal$$s1601991470_3366
000885453 3367_ $$2BibTeX$$aARTICLE
000885453 3367_ $$2ORCID$$aJOURNAL_ARTICLE
000885453 3367_ $$00$$2EndNote$$aJournal Article
000885453 520__ $$aAn ammonium ylide mediated access towards trans‐β,γ‐disubstituted, all‐trans‐α,β,γ‐trisubstituted, and α,α,β,γ‐tetrasubstituted γ‐butyrolactones bearing a broad variety of functionalities was developed. Starting from widely accessible benzylidene Meldrum's acid derivatives and α‐bromo carbonyl compounds, γ‐butyrolactones were obtained in yields between 32–99% with up to excellent diastereoselectivities (>95:5) via a DABCO‐mediated [2+1] annulation. Utilization of enantiomerically pure cinchona alkaloid derivatives enables the first asymmetric ammonium ylide mediated method to provide (3R, 4R)‐β,γ‐disubstituted and (2R, 3R, 4R)‐α,β,γ‐trisubstituted γ‐butyrolactones in moderate to good yields with up to very good enantiomeric ratios (97:3). The scalability of the transformation was proven while determining the absolute configuration.
000885453 536__ $$0G:(DE-HGF)POF3-581$$a581 - Biotechnology (POF3-581)$$cPOF3-581$$fPOF III$$x0
000885453 588__ $$aDataset connected to CrossRef
000885453 7001_ $$0P:(DE-Juel1)168186$$aÖhler, Laura$$b1
000885453 7001_ $$0P:(DE-HGF)0$$aDjalali, Saveh$$b2
000885453 7001_ $$0P:(DE-HGF)0$$aHöfmann, Svenja$$b3
000885453 7001_ $$0P:(DE-HGF)0$$aMüller, Clemens$$b4
000885453 7001_ $$0P:(DE-Juel1)128906$$aPietruszka, Jörg$$b5$$eCorresponding author$$ufzj
000885453 7001_ $$0P:(DE-Juel1)157926$$aWorgull, Dennis$$b6
000885453 773__ $$0PERI:(DE-600)2041384-1$$a10.1002/adsc.202000039$$gVol. 362, no. 12, p. 2385 - 2396$$n12$$p2385 - 2396$$tAdvanced synthesis & catalysis$$v362$$x1615-4169$$y2020
000885453 8564_ $$uhttps://juser.fz-juelich.de/record/885453/files/adsc.202000039.pdf$$yOpenAccess
000885453 8564_ $$uhttps://juser.fz-juelich.de/record/885453/files/adsc.202000039.pdf?subformat=pdfa$$xpdfa$$yOpenAccess
000885453 909CO $$ooai:juser.fz-juelich.de:885453$$pdnbdelivery$$pdriver$$pVDB$$popen_access$$popenaire
000885453 9101_ $$0I:(DE-588b)5008462-8$$6P:(DE-Juel1)167459$$aForschungszentrum Jülich$$b0$$kFZJ
000885453 9101_ $$0I:(DE-588b)5008462-8$$6P:(DE-Juel1)168186$$aForschungszentrum Jülich$$b1$$kFZJ
000885453 9101_ $$0I:(DE-HGF)0$$6P:(DE-Juel1)168186$$a Heinrich-Heine-Universität Düsseldorf$$b1
000885453 9101_ $$0I:(DE-HGF)0$$6P:(DE-HGF)0$$a Heinrich-Heine-Universität Düsseldorf$$b2
000885453 9101_ $$0I:(DE-HGF)0$$6P:(DE-HGF)0$$a Heinrich-Heine-Universität Düsseldorf$$b3
000885453 9101_ $$0I:(DE-HGF)0$$6P:(DE-HGF)0$$a Heinrich-Heine-Universität Düsseldorf$$b4
000885453 9101_ $$0I:(DE-588b)5008462-8$$6P:(DE-Juel1)128906$$aForschungszentrum Jülich$$b5$$kFZJ
000885453 9101_ $$0I:(DE-HGF)0$$6P:(DE-Juel1)128906$$a Heinrich-Heine-Universität Düsseldorf$$b5
000885453 9101_ $$0I:(DE-588b)5008462-8$$6P:(DE-Juel1)157926$$aForschungszentrum Jülich$$b6$$kFZJ
000885453 9101_ $$0I:(DE-HGF)0$$6P:(DE-Juel1)157926$$a Heinrich-Heine-Universität Düsseldorf$$b6
000885453 9131_ $$0G:(DE-HGF)POF3-581$$1G:(DE-HGF)POF3-580$$2G:(DE-HGF)POF3-500$$3G:(DE-HGF)POF3$$4G:(DE-HGF)POF$$aDE-HGF$$bKey Technologies$$lKey Technologies for the Bioeconomy$$vBiotechnology$$x0
000885453 9141_ $$y2020
000885453 915__ $$0StatID:(DE-HGF)1210$$2StatID$$aDBCoverage$$bIndex Chemicus$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)0200$$2StatID$$aDBCoverage$$bSCOPUS$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)0160$$2StatID$$aDBCoverage$$bEssential Science Indicators$$d2020-02-27
000885453 915__ $$0LIC:(DE-HGF)CCBY4$$2HGFVOC$$aCreative Commons Attribution CC BY 4.0
000885453 915__ $$0StatID:(DE-HGF)0600$$2StatID$$aDBCoverage$$bEbsco Academic Search$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)0100$$2StatID$$aJCR$$bADV SYNTH CATAL : 2018$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)9905$$2StatID$$aIF >= 5$$bADV SYNTH CATAL : 2018$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)3001$$2StatID$$aDEAL Wiley$$d2020-02-27$$wger
000885453 915__ $$0StatID:(DE-HGF)0150$$2StatID$$aDBCoverage$$bWeb of Science Core Collection$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)0110$$2StatID$$aWoS$$bScience Citation Index$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)0111$$2StatID$$aWoS$$bScience Citation Index Expanded$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)0510$$2StatID$$aOpenAccess
000885453 915__ $$0StatID:(DE-HGF)0030$$2StatID$$aPeer Review$$bASC$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)1200$$2StatID$$aDBCoverage$$bChemical Reactions$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)0310$$2StatID$$aDBCoverage$$bNCBI Molecular Biology Database$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)0300$$2StatID$$aDBCoverage$$bMedline$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)1150$$2StatID$$aDBCoverage$$bCurrent Contents - Physical, Chemical and Earth Sciences$$d2020-02-27
000885453 915__ $$0StatID:(DE-HGF)0199$$2StatID$$aDBCoverage$$bClarivate Analytics Master Journal List$$d2020-02-27
000885453 920__ $$lno
000885453 9201_ $$0I:(DE-Juel1)IBOC-20090406$$kIBOC$$lInstitut für Bioorganische Chemie (HHUD)$$x0
000885453 9201_ $$0I:(DE-Juel1)IBG-1-20101118$$kIBG-1$$lBiotechnologie$$x1
000885453 980__ $$ajournal
000885453 980__ $$aVDB
000885453 980__ $$aUNRESTRICTED
000885453 980__ $$aI:(DE-Juel1)IBOC-20090406
000885453 980__ $$aI:(DE-Juel1)IBG-1-20101118
000885453 9801_ $$aFullTexts