Regioselective 1,4-trifluoromethylation of α,β-enones using ‘protect-in-situ’ methodology |
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Authors: | Dmitri V Sevenard Vyacheslav Ya SosnovskikhAlexander A Kolomeitsev Martin H KönigsmannGerd-Volker Röschenthaler |
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Affiliation: | a Institute of Inorganic & Physical Chemistry, University of Bremen, Leobener Strasse, 28334 Bremen, Germany b Department of Chemistry, Ural State University, Lenina 51, 620083 Ekaterinburg, Russia c Institute of Organic Chemistry, Murmanskaya 5, 02094 Kiev, Ukraine |
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Abstract: | In a convenient and efficient procedure, the nucleophilic 1,4-trifluoromethylation of several α,β-enones using (trifluoromethyl)trimethylsilane was achieved. The high regioselectivity of the reaction has been reached by blocking the carbonyl moiety of the electrophile with a bulky aluminum-centered Lewis acid. |
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Keywords: | nucleophilic addition (trifluoromethyl)trimethylsilane trifluoromethylation regioselectivity |
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