Alkylation des carbenoides par des nucleophiles. : II. Substitution nucleophile de l'halogene de carbenoides α phosphonates catalysee par le cuivre(I) |
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Authors: | Jean Villieras Alain Reliquet Jean F. Normant |
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Affiliation: | Laboratoire de Chimie des Organoéléments, Université Pierre et Marie Curie, Tour 44, 4 Place Jussieu, F 75230 Paris Cédex 05 France |
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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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