Origins of Selectivity and General Model for Chiral Phosphoric Acid-Catalyzed Oxetane Desymmetrizations.
The origins of the high enantioselectivity of chiral phosphoric acid-catalyzed oxetane desymmetrizations were investigated by density functional theory (DFT) calculations. Distortion of the catalyst structure, caused by steric crowding in the catalyst pocket of one enantiomeric transition state, is...
| Publicado en: | Journal of the American Chemical Society Vol. 138; no. 38; pp. 12356 - 12360 |
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| Autores principales: | , |
| Formato: | Artículo |
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American Chemical Society
9/28/2016
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| 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=118927206&site=ehost-live header: @attributes: shortDbName: hlh uiTerm: 118927206 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: 9/28/2016 vid: 138 iid: 38 pid: 997 pub: American Chemical Society artinfo: ui: 118927206 10.1021/jacs.6b08276 ppf: 12356 ppct: 4 formats: tig: atl: Origins of Selectivity and General Model for Chiral Phosphoric Acid-Catalyzed Oxetane Desymmetrizations. aug: au: Champagne, Pier Alexandre Houk, K. N. affil: Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States su: Phosphoric acid Catalyst synthesis Stereochemistry Proton transfer reactions Asymmetric synthesis Density functional theory sug: subj: Phosphoric acid Catalyst synthesis Stereochemistry Proton transfer reactions Asymmetric synthesis Density functional theory ab: The origins of the high enantioselectivity of chiral phosphoric acid-catalyzed oxetane desymmetrizations were investigated by density functional theory (DFT) calculations. Distortion of the catalyst structure, caused by steric crowding in the catalyst pocket of one enantiomeric transition state, is the main cause for stereochemical preference. A general model was developed to assist in the rational design of new catalysts for related transformations. pubtype: Academic Journal doctype: Article src: R language: English refInfo: copyright: @attributes: flag: Y dt: @attributes: year: 2016 holdings: @attributes: islocal: N |
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