Abstract

E-α-Stannyl-β-trimethylsilylethynylacrylates, which are effective building blocks for the polyconjugated ylidenebutenolides and its modified derivatives, were directly synthesized via novel E-selective ethynylstannylation of propiolic acid esters. These building blocks were applied to the syntheses of the ylidenebutenolide segment in the previous peridinin synthesis and a short chain Z-eneyne ester derivative, by the sequential Stille and Sonogashira couplings with the corresponding epoxide and vinyl iodide segments.

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