Pure Appl. Chem., 2008, Vol. 80, No. 5, pp. 929-939
doi:10.1351/pac200880050929
Nickel-catalyzed coupling reactions of alkenes*
Sze-Sze Ng, Chun-Yu Ho, Kristin D. Schleicher, and Timothy F. Jamison
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
Abstract:
Several reactions of simple, unactivated alkenes with electrophiles under Ni(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.
Keywords: aldehydes; alkenes; alkynes; allenes; nickel.
*Paper based on a presentation at the 14th International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-14), 2-6 August 2007, Nara, Japan. Other presentations are published in this issue, pp. 807-1194.
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