Please use this identifier to cite or link to this item: http://dx.doi.org/10.14279/depositonce-9647
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dc.contributor.authorScharfbier, Jonas-
dc.contributor.authorGross, Benjamin M.-
dc.contributor.authorOestreich, Martin-
dc.date.accessioned2020-02-13T13:47:02Z-
dc.date.available2020-02-13T13:47:02Z-
dc.date.issued2019-12-04-
dc.identifier.issn1433-7851-
dc.identifier.urihttps://depositonce.tu-berlin.de/handle/11303/10752-
dc.identifier.urihttp://dx.doi.org/10.14279/depositonce-9647-
dc.description.abstractA method for the synthesis of benzylsilanes starting from the corresponding ammonium triflates is reported. Silyl boronic esters are employed as silicon pronucleophiles, and the reaction is catalyzed by copper(I) salts. Enantioenriched benzylic ammonium salts react stereospecifically through an SN2‐type displacement of the ammonium group to afford α‐chiral silanes with inversion of the configuration. A cyclopropyl‐substituted substrate does not undergo ring opening, thus suggesting an ionic reaction mechanism with no benzyl radical intermediate.en
dc.description.sponsorshipDFG, 388910461, Ionische und radikalische Kreuzkupplungen zur Kohlenstoff‒Silicium-Bindungsknüpfungen
dc.description.sponsorshipTU Berlin, Open-Access-Mittel - 2019en
dc.language.isoen-
dc.rights.urihttps://creativecommons.org/licenses/by-nc/4.0/-
dc.subject.ddc540 Chemie und zugeordnete Wissenschaftenen
dc.subject.othercopperen
dc.subject.othernucleophilic substitutionen
dc.subject.othersilanesen
dc.subject.otherstereospecificityen
dc.subject.othertransmetalationen
dc.titleStereospecific and chemoselective copper-catalyzed deaminative silylation of benzylic ammonium triflatesen
dc.typeArticleen
tub.accessrights.dnbfree-
tub.publisher.universityorinstitutionTechnische Universität Berlinde
dc.identifier.eissn1521-3773-
dc.type.versionpublishedVersionen
dcterms.bibliographicCitation.doi10.1002/anie.201912490-
dcterms.bibliographicCitation.journaltitleAngewandte Chemie International Editionen
dcterms.bibliographicCitation.originalpublisherplaceWeinheimen
dcterms.bibliographicCitation.volume59-
dcterms.bibliographicCitation.pageend1580-
dcterms.bibliographicCitation.pagestart1577-
dcterms.bibliographicCitation.originalpublishernameWileyen
dcterms.bibliographicCitation.issue4-
Appears in Collections:FG Organische Chemie / Synthese und Katalyse » Publications

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