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A vinylogous Norrish reaction as a strategy for light-mediated ring expansion.
Gorobets, Evgueni; Papatzimas, James W; Dourado, Jorge; Yousefalizadeh, Goonay; Lee, JinGyu; Brownsey, Duncan K; Stamplecoskie, Kevin; Davis, Rebecca; Derksen, Darren J.
Afiliación
  • Gorobets E; Department of Chemistry, University of Calgary, 2500 University Drive NW, Calgary, AB, T2N1N4, Canada. dderksen@ucalgary.ca.
  • Papatzimas JW; Department of Chemistry, University of Calgary, 2500 University Drive NW, Calgary, AB, T2N1N4, Canada. dderksen@ucalgary.ca.
  • Dourado J; Department of Chemistry, University of Manitoba, 144 Dysart Road, Winnipeg, MB, R3T2N2, Canada.
  • Yousefalizadeh G; Department of Chemistry, Queen's University, 90 Bader Lane, Kingston, ON, K7L3N6, Canada.
  • Lee J; Department of Chemistry, University of Calgary, 2500 University Drive NW, Calgary, AB, T2N1N4, Canada. dderksen@ucalgary.ca.
  • Brownsey DK; Department of Chemistry, University of Calgary, 2500 University Drive NW, Calgary, AB, T2N1N4, Canada. dderksen@ucalgary.ca.
  • Stamplecoskie K; Department of Chemistry, Queen's University, 90 Bader Lane, Kingston, ON, K7L3N6, Canada.
  • Davis R; Department of Chemistry, University of Manitoba, 144 Dysart Road, Winnipeg, MB, R3T2N2, Canada.
  • Derksen DJ; Department of Chemistry, University of Calgary, 2500 University Drive NW, Calgary, AB, T2N1N4, Canada. dderksen@ucalgary.ca.
Chem Commun (Camb) ; 58(17): 2910-2913, 2022 Feb 24.
Article en En | MEDLINE | ID: mdl-35144274
The reactions of bicyclic divinyl ketones display wavelength-dependent changes in product formation. UV irradiation results in the formation of competitive [6,3,5] and [7,3,5] tricyclic unsaturated ketones that subsequently undergo ring expansion and reaction with a range of nucleophiles. DFT calculations and transient absorption experiments were completed that are consistent with a vinylogous Type II Norrish pathway.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2022 Tipo del documento: Article País de afiliación: Canadá Pais de publicación: Reino Unido
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2022 Tipo del documento: Article País de afiliación: Canadá Pais de publicación: Reino Unido