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Alkylation des carbenoides par des nucleophiles. : II. Substitution nucleophile de l'halogene de carbenoides α phosphonates catalysee par le cuivre(I)
Authors:Jean Villieras  Alain Reliquet  Jean F Normant
Institution:Laboratoire de Chimie des Organoéléments, Université Pierre et Marie Curie, Tour 44, 4 Place Jussieu, F 75230 Paris Cédex 05 France
Abstract:The addition of a catalytic amount (12%) of a copper(I) salt to a mixture of an α-lithio-α-chloroalkylphosphonate and an alkyllithium RLi or a Grignard reagent RMgX leads to the formation of a new organometallic reagent in which the R group has replaced the chlorine atom of the carbenoid. This nucleophilic alkylation of carbenoids can be performed with secondary-alkyl Grignard reagents, and with aryllithium, alkenyllithium and alkynyllithium reagents in good yields (60–80%).
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