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New highly enantioselective thiourea-based bifunctional organocatalysts for nitro-Michael addition reactions

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dc.bibliographiccitation.firstpage151
dc.bibliographiccitation.issue1-2
dc.bibliographiccitation.journalCatalysis Today
dc.bibliographiccitation.lastpage157
dc.bibliographiccitation.volume121
dc.contributor.authorWei, Shengwei
dc.contributor.authorYalalov, Denis A.
dc.contributor.authorTsogoeva, Svetlana B.
dc.contributor.authorSchmatz, Stefan
dc.date.accessioned2018-11-07T11:04:06Z
dc.date.available2018-11-07T11:04:06Z
dc.date.issued2007
dc.description.abstractA new and effective organocatalytic system, primary amine derived chiral thiourea catalyst and AcOH/H2O additive, which converts different ketones to gamma-nitroketones in high yields (82-99%) and enantioselectivities (90-99%) is described. The transition state geometries for formation of R and S enantiomers in this Michael addition have been calculated and analyzed. It is shown that only one oxygen atom of the nitro group is bound to the thiourea moiety, in juxtaposition to the literature-known working hypothesis which involves a bonding of both oxygens. (c) 2006 Elsevier B.V. All rights reserved.
dc.identifier.doi10.1016/j.cattod.2006.11.018
dc.identifier.isi000244789700020
dc.identifier.urihttps://resolver.sub.uni-goettingen.de/purl?gro-2/51758
dc.notes.statuszu prüfen
dc.notes.submitterNajko
dc.publisherElsevier Science Bv
dc.publisher.placeAmsterdam
dc.relation.conference7th International Symposium on Catalysis Applied to Fine Chemicals (7th CAFC)
dc.relation.eventlocationBingen, GERMANY
dc.relation.issn1873-4308
dc.relation.issn0920-5861
dc.titleNew highly enantioselective thiourea-based bifunctional organocatalysts for nitro-Michael addition reactions
dc.typeconference_paper
dc.type.internalPublicationyes
dc.type.peerReviewedyes
dc.type.statuspublished
dspace.entity.typePublication

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