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Inexpensive, low-toxic ZnCl 2 serves as the catalyst for selective cross-coupling of enynones and diazocompounds, an unprecedented reaction pathway for zinc carbenoids. A cascade sequence comprising formal cyclization/crosscoupling leads to a variety of 2-alkenylfurans.

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Zinc-catalyzed selective cross-coupling of two carbene sources, such as vinyl diazo compounds and enynones, enabled the synthesis of conjugated dienoate derivatives. This reaction involved the unprecedented coupling of a zinc furyl carbene with vinyl diazo compounds through the γ-carbon. Alternatively, dienoates were also prepared by a commutative cross-coupling of zinc vinyl carbenes generated from cyclopropenes and simple diazo compounds.