Polyfunctional dialkylzinc compounds and primary alkyl iodides bearing a remote double bond undergo nickel-catalyzed cross-coupling even at −35 °C within a few hours, as shown in the example below. The resulting polyfunctional products are formed in good yield. NMP = N-methyl-2-pyrrolidinone, acac = acetylacetonate, Piv = pivaloyl.
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Devasagayaraj et al. (1996) studied this question.
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