Pure and Applied Chemistry · 2008 · 59 citations · 35 references
Natural SciencesChemistryCatalysisElectrochemistryOrganic ChemistryCatalytic MechanismsCross-coupling ReactionsMetal CatalysisOrganic SynthesisReaction MechanismsNickel CatalystsNickel-catalyzed Cross-coupling
Several reactions of simple, unactivated alkenes with electrophiles under nickel(0) catalysis are discussed. The coupling of olefins with aldehydes and silyl triflates provides allylic or homoallylic alcohol derivatives, depending on the supporting ligands and, to a lesser extent, the substrates employed. Reaction of alkenes with isocyanates yields N-alkyl acrylamides. In these methods, alkenes act as the functional equivalents of alkenyl- and allylmetal reagents.
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Takakazu Yamamoto, Akio Yamamoto, Sakuji Ikeda · Journal of the American Chemical Society · 1971 · 332 citations