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- W2039474037 abstract "Le comportement de sept chlorures d'acide encombrés RCOCl vis-à-vis de EtMgBr en présence de CuCl, est étudié. En plus des cétones RCOEt, ces réactions conduisent à la formation des composés RCOCOR, RCOR, RR, RH et R(H), qui sont engendrés par une réaction radicalaire. Une analyse approfondie de la condensation de R′MgX sur iPr2CHCOCl, en présence de CuX′, montre que l'intermédiaire réactionnel est une alcoylcuivre R′Cu.MgXX′, qui réagit sur le chlorure d'acide RCOCl pour produire la cétone RCOR′. Le processus radicalaire quant à lui est initié par la décomposition de l'intermédiaire alcoyicuivre étude des effets. Effets de température, de solvant et de structure sur la stabilité des alcoylcuivres et leur comportement vis-à-vis de iPr2CHCOCl, permet de dégager des conditions optimales de cétonisation; 9 cétones encombrées iP2CHCOR′, Me ⩽ R′ ⩽ Et3C et Tr, sont synthétisées spécifiquement. The reactivity of seven sterically hindered acid chlorides RCOCl towards ethylmagnesium bromide in the presence of cuprous chloride has been studied. In addition to the ketones RCOEt, the compounds RCOCOR, RCOR, RR, RH and R(H) are produced by a radical reaction. The condensation of R′MgX with iPr2CHCOCl in the presence of cuprous halide proceeds via alkylcopper species R′Cu.MgXX′ which reacts with the acid chloride to produce the ketone RCOR′. The radical process is initiated by the decomposition of the alkylcopper intermediate. The effect of temperature, solvent and structure on the stability of the alkylcopper on optimal conditions for ketonisation has been studied; this is demonstrated specifically by the synthesis of 9 hindered ketones iPr2CHCOR′, where Me⩽ R′ ⩽ Et3C and Tr." @default.
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- W2039474037 date "1973-01-01" @default.
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- W2039474037 title "Condensation chlorure d'acide-organomagnesien en presence d'halogenure cuivreux: Competition des reactions heterolytique et homolytique. synthese de cetones aliphatiques ramifiees" @default.
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- W2039474037 doi "https://doi.org/10.1016/0040-4020(73)80220-0" @default.
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