Abstract

A two-step sequence leading from racemic allylic alcohols and vinylacetic acid to ethyl (2<i>Z</i>,4<i>E</i>)-dienoates is described. The sequence involves Steglich esterification of the reactants, followed by a one-pot ring closing metathesis–base induced elimination–alkylation reaction to furnish the products in high stereoselectivity. Trapping of the intermediate sodium carboxylates is accomplished efficiently using Meerwein’s salt Et<sub>3</sub>OBF<sub>4</sub>.

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