Asymmetric Synthesis of Optically Active Spirocyclic Indoline Scaffolds through an Enantioselective Reduction of Indoles

Handle URI:
http://hdl.handle.net/10754/622768
Title:
Asymmetric Synthesis of Optically Active Spirocyclic Indoline Scaffolds through an Enantioselective Reduction of Indoles
Authors:
Borrmann, Ruediger; Knop, Nils; Rueping, Magnus ( 0000-0003-4580-5227 )
Abstract:
An enantioselective synthesis of spirocyclic indoline scaffolds was achieved by applying an asymmetric iridium-catalyzed hydrogenation of 3H-indoles. Low catalyst loadings and mild reaction conditions provide a broad range of differently substituted products with excellent yields and enantioselectivities. The developed methodology allows an efficient synthesis of this important spirocyclic structural motif, which is present in numerous biologically active molecules and privileged structures in medicinal chemistry.
KAUST Department:
KAUST Catalysis Center (KCC)
Citation:
Borrmann R, Knop N, Rueping M (2016) Asymmetric Synthesis of Optically Active Spirocyclic Indoline Scaffolds through an Enantioselective Reduction of Indoles. Chemistry - A European Journal 23: 798–801. Available: http://dx.doi.org/10.1002/chem.201605450.
Publisher:
Wiley-Blackwell
Journal:
Chemistry - A European Journal
Issue Date:
30-Nov-2016
DOI:
10.1002/chem.201605450
Type:
Article
ISSN:
0947-6539
Sponsors:
The authors thank Solvias AG and Evonik Industries AG for donation of chiral ligands and metal salts.
Additional Links:
http://onlinelibrary.wiley.com/doi/10.1002/chem.201605450/full
Appears in Collections:
Articles; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorBorrmann, Ruedigeren
dc.contributor.authorKnop, Nilsen
dc.contributor.authorRueping, Magnusen
dc.date.accessioned2017-01-29T13:51:37Z-
dc.date.available2017-01-29T13:51:37Z-
dc.date.issued2016-11-30en
dc.identifier.citationBorrmann R, Knop N, Rueping M (2016) Asymmetric Synthesis of Optically Active Spirocyclic Indoline Scaffolds through an Enantioselective Reduction of Indoles. Chemistry - A European Journal 23: 798–801. Available: http://dx.doi.org/10.1002/chem.201605450.en
dc.identifier.issn0947-6539en
dc.identifier.doi10.1002/chem.201605450en
dc.identifier.urihttp://hdl.handle.net/10754/622768-
dc.description.abstractAn enantioselective synthesis of spirocyclic indoline scaffolds was achieved by applying an asymmetric iridium-catalyzed hydrogenation of 3H-indoles. Low catalyst loadings and mild reaction conditions provide a broad range of differently substituted products with excellent yields and enantioselectivities. The developed methodology allows an efficient synthesis of this important spirocyclic structural motif, which is present in numerous biologically active molecules and privileged structures in medicinal chemistry.en
dc.description.sponsorshipThe authors thank Solvias AG and Evonik Industries AG for donation of chiral ligands and metal salts.en
dc.publisherWiley-Blackwellen
dc.relation.urlhttp://onlinelibrary.wiley.com/doi/10.1002/chem.201605450/fullen
dc.subjectIndolesen
dc.subjectPharmacophoreen
dc.subjectAsymmetric reductionen
dc.subjectSpirocyclesen
dc.subjectIridium Catalysisen
dc.titleAsymmetric Synthesis of Optically Active Spirocyclic Indoline Scaffolds through an Enantioselective Reduction of Indolesen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalChemistry - A European Journalen
dc.contributor.institutionInstitute of Organic Chemistry; RWTH Aachen; Landoltweg 1 52074 Aachen Germany), Fax: (+49) 241-809-2665en
kaust.authorRueping, Magnusen
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