Asymmetric Copper Hydride-Catalyzed Markovnikov Hydrosilylation of Vinylarenes and Vinyl Heterocycles.
We report a highly enantioselective CuH-catalyzed Markovnikov hydrosilylation of vinylarenes and vinyl heterocycles. This method has a broad scope and enables both the synthesis of isolable silanes and the conversion of crude products to chiral alcohols. Density functional theory calculations suppor...
| Publicado en: | Journal of the American Chemical Society Vol. 139; no. 6; pp. 2192 - 2196 |
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| Autores principales: | , , , , |
| Formato: | Artículo |
| Publicado: |
American Chemical Society
2/15/2017
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| Materias: | |
| Acceso en línea: | Ver este registro en EBSCOhost |
| fields | @attributes: recordID: 1 pdfLink: plink: https://search.ebscohost.com/login.aspx?direct=true&db=hlh&AN=121320799&site=ehost-live header: @attributes: shortDbName: hlh uiTerm: 121320799 longDbName: Humanities International Complete uiTag: AN controlInfo: bkinfo: jinfo: jid: 00027863 ACS jtl: Journal of the American Chemical Society issn: 00027863 maglogo: N pubinfo: dt: 2/15/2017 vid: 139 iid: 6 pid: 997 pub: American Chemical Society artinfo: ui: 121320799 10.1021/jacs.6b13029 ppf: 2192 ppct: 4 formats: tig: atl: Asymmetric Copper Hydride-Catalyzed Markovnikov Hydrosilylation of Vinylarenes and Vinyl Heterocycles. aug: au: Gribble, Jr., Michael W. Pirnot, Michael T. Bandar, Jeffrey S. Liu, Richard Y. Buchwald, Stephen L. affil: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States su: Copper hydride Markovnikov's rule Hydrosilylation Aromatic compound derivatives Vinylation Asymmetric synthesis Enantioselective catalysis Density functional theory sug: subj: Copper hydride Markovnikov's rule Hydrosilylation Aromatic compound derivatives Vinylation Asymmetric synthesis Enantioselective catalysis Density functional theory ab: We report a highly enantioselective CuH-catalyzed Markovnikov hydrosilylation of vinylarenes and vinyl heterocycles. This method has a broad scope and enables both the synthesis of isolable silanes and the conversion of crude products to chiral alcohols. Density functional theory calculations support a mechanism proceeding by hydrocupration followed by σ-bond metathesis with a hydrosilane. pubtype: Academic Journal doctype: Article src: R language: English refInfo: copyright: @attributes: flag: Y dt: @attributes: year: 2017 holdings: @attributes: islocal: N |
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