Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds

Handle URI:
http://hdl.handle.net/10754/621695
Title:
Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds
Authors:
Bukhriakov, Konstantin; Desyatkin, Victor G.; Rodionov, Valentin
Abstract:
A unique organocatalytic system for Mukaiyama-type aldol reactions based on the cooperative action of nitro compounds and thioureas has been identified. This system is compatible with a wide range of substrates and does not require low temperatures, inert atmospheres, or an aqueous workup. A catalytic mechanism based on nitro group-mediated silyl cation transfer has been proposed. © The Royal Society of Chemistry 2016.
KAUST Department:
KAUST Catalysis Center (KCC); Physical Sciences and Engineering (PSE) Division
Citation:
Bukhryakov KV, Desyatkin VG, Rodionov VO (2016) Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds. Chem Commun 52: 7576–7579. Available: http://dx.doi.org/10.1039/c6cc01984f.
Publisher:
Royal Society of Chemistry (RSC)
Journal:
Chem. Commun.
Issue Date:
16-May-2016
DOI:
10.1039/c6cc01984f
Type:
Article
ISSN:
1359-7345; 1364-548X
Sponsors:
This research was supported by King Abdullah University of Science and Technology (KAUST). We are grateful to Dr Xianrong Guo (KAUST) for his assistance with <SUP>29</SUP>Si NMR, Dr Batian Chen (KAUST) for help with DFT calculations, and Sarah Almahdali (KAUST) for help with preparing the manuscript.
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorBukhriakov, Konstantinen
dc.contributor.authorDesyatkin, Victor G.en
dc.contributor.authorRodionov, Valentinen
dc.date.accessioned2016-11-03T13:22:56Z-
dc.date.available2016-11-03T13:22:56Z-
dc.date.issued2016-05-16en
dc.identifier.citationBukhryakov KV, Desyatkin VG, Rodionov VO (2016) Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds. Chem Commun 52: 7576–7579. Available: http://dx.doi.org/10.1039/c6cc01984f.en
dc.identifier.issn1359-7345en
dc.identifier.issn1364-548Xen
dc.identifier.doi10.1039/c6cc01984fen
dc.identifier.urihttp://hdl.handle.net/10754/621695-
dc.description.abstractA unique organocatalytic system for Mukaiyama-type aldol reactions based on the cooperative action of nitro compounds and thioureas has been identified. This system is compatible with a wide range of substrates and does not require low temperatures, inert atmospheres, or an aqueous workup. A catalytic mechanism based on nitro group-mediated silyl cation transfer has been proposed. © The Royal Society of Chemistry 2016.en
dc.description.sponsorshipThis research was supported by King Abdullah University of Science and Technology (KAUST). We are grateful to Dr Xianrong Guo (KAUST) for his assistance with <SUP>29</SUP>Si NMR, Dr Batian Chen (KAUST) for help with DFT calculations, and Sarah Almahdali (KAUST) for help with preparing the manuscript.en
dc.publisherRoyal Society of Chemistry (RSC)en
dc.titleCooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compoundsen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.identifier.journalChem. Commun.en
kaust.authorBukhriakov, Konstantinen
kaust.authorDesyatkin, Victor G.en
kaust.authorRodionov, Valentinen
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