Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition‐Metal Catalysts

dc.contributor.authorSeliger, Jan
dc.contributor.authorOestreich, Martin
dc.date.accessioned2021-02-25T12:09:05Z
dc.date.available2021-02-25T12:09:05Z
dc.date.issued2020-10-27
dc.date.updated2021-02-22T15:26:02Z
dc.description.abstractA nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition‐metal‐catalyzed alcohol racemization and enantioselective Cu‐H‐catalyzed dehydrogenative Si‐O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often‐used ruthenium half‐sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.en
dc.description.sponsorshipTU Berlin, Open-Access-Mittel – 2020en
dc.identifier.eissn1521-3773
dc.identifier.issn1433-7851
dc.identifier.urihttps://depositonce.tu-berlin.de/handle/11303/12682
dc.identifier.urihttp://dx.doi.org/10.14279/depositonce-11480
dc.language.isoenen
dc.rights.urihttps://creativecommons.org/licenses/by-nc/4.0/en
dc.subject.ddc540 Chemie und zugeordnete Wissenschaftende
dc.subject.otherasymmetric catalysisen
dc.subject.othercopperen
dc.subject.otherdehydrogenative couplingen
dc.subject.otherdynamic kinetic resolutionen
dc.subject.othersiliconen
dc.titleDynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition‐Metal Catalystsen
dc.typeArticleen
dc.type.versionpublishedVersionen
dcterms.bibliographicCitation.doi10.1002/anie.202010484en
dcterms.bibliographicCitation.issue1en
dcterms.bibliographicCitation.journaltitleAngewandte Chemie International Editionen
dcterms.bibliographicCitation.originalpublishernameWileyen
dcterms.bibliographicCitation.originalpublisherplaceNew York, NYen
dcterms.bibliographicCitation.pageend251en
dcterms.bibliographicCitation.pagestart247en
dcterms.bibliographicCitation.volume60en
tub.accessrights.dnbfreeen
tub.affiliationFak. 2 Mathematik und Naturwissenschaften::Inst. Chemie::FG Organische Chemie / Synthese und Katalysede
tub.affiliation.facultyFak. 2 Mathematik und Naturwissenschaftende
tub.affiliation.groupFG Organische Chemie / Synthese und Katalysede
tub.affiliation.instituteInst. Chemiede
tub.publisher.universityorinstitutionTechnische Universität Berlinen

Files

Original bundle
Now showing 1 - 1 of 1
Loading…
Thumbnail Image
Name:
ANIE_ANIE202010484.pdf
Size:
1.34 MB
Format:
Adobe Portable Document Format
License bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
license.txt
Size:
4.9 KB
Format:
Item-specific license agreed upon to submission
Description:

Collections