About: Electronic-State Switching Strategy in the Photochemical Synthesis of lndanones from o-Methyl Phenacyl Epoxides     Goto   Sponge   NotDistinct   Permalink

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Description
  • An electronic excited-state switching strategy has been utilized to control the selectivity of a key photochemical step in the total synthesis of indanorine. The excited-state character of 4,5-dimethoxy-2-methylphenacyl epoxide was changed from an unfavorable (3)pi,pi* state to a productive (3)n,pi* state by a temporary structural modification, resulting in a relatively efficient and high-yielding formation of an indanone derivative. The corresponding structural modification was selected on the basis of quantum chemical calculations prior to the synthesis.
  • An electronic excited-state switching strategy has been utilized to control the selectivity of a key photochemical step in the total synthesis of indanorine. The excited-state character of 4,5-dimethoxy-2-methylphenacyl epoxide was changed from an unfavorable (3)pi,pi* state to a productive (3)n,pi* state by a temporary structural modification, resulting in a relatively efficient and high-yielding formation of an indanone derivative. The corresponding structural modification was selected on the basis of quantum chemical calculations prior to the synthesis. (en)
Title
  • Electronic-State Switching Strategy in the Photochemical Synthesis of lndanones from o-Methyl Phenacyl Epoxides
  • Electronic-State Switching Strategy in the Photochemical Synthesis of lndanones from o-Methyl Phenacyl Epoxides (en)
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  • Electronic-State Switching Strategy in the Photochemical Synthesis of lndanones from o-Methyl Phenacyl Epoxides
  • Electronic-State Switching Strategy in the Photochemical Synthesis of lndanones from o-Methyl Phenacyl Epoxides (en)
skos:notation
  • RIV/00216224:14310/11:00050350!RIV12-GA0-14310___
http://linked.open...avai/predkladatel
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(ED0001/01/01), P(GA203/09/0748)
http://linked.open...iv/cisloPeriodika
  • 24
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
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  • 197132
http://linked.open...ai/riv/idVysledku
  • RIV/00216224:14310/11:00050350
http://linked.open...riv/jazykVysledku
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  • Photochemistry; synthesis; indanorine; quantum-chemical calculations (en)
http://linked.open.../riv/klicoveSlovo
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  • US - Spojené státy americké
http://linked.open...ontrolniKodProRIV
  • [FA56DE02D8D5]
http://linked.open...i/riv/nazevZdroje
  • Organic Letters
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  • 13
http://linked.open...iv/tvurceVysledku
  • Klán, Petr
  • Šolomek, Tomáš
  • Štacko, Peter
http://linked.open...ain/vavai/riv/wos
  • 000297717800058
issn
  • 1523-7060
number of pages
http://bibframe.org/vocab/doi
  • 10.1021/ol202892r
http://localhost/t...ganizacniJednotka
  • 14310
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