A four-component reaction: A nickel catalyst promotes the conjugate addition of Me2Zn and a carbonyl compound to 1,ω-dienynes 1 at the terminal positions of the alkyne and the diene moieties, respectively; the through-space interactions of the alkyne and diene groups ensure CC coupling at the internal positions. The products 2 are obtained in good yields and with excellent 1,5-diastereoselectivity and stereoselectivity about the exocyclic double bond.
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Ezoe et al. (2002) studied this question.