An Efficient Nickel-Catalyzed Cross-Coupling Between sp3 Carbon Centers.

Since the pioneering work of Wurtz, cross-couplings between sp3 carbon centers have had the reputation of being difficult. In the presence of a catalytic amount of m-trifluoromethylstyrene, an efficient cross-coupling reaction takes place between polyfunctional primary alkyl iodides and diorganozinc compounds [Eq. (a)] to give a general catalytic cross-coupling between sp3 carbon centers. Piv=pivaloyl; Pent = pentyl; acac = acetalacetonate; NMP = N-methylpyrrolidone. © 1998 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.