Cooperative Iodide Pd(0)‐Catalysed Coupling of Alkoxyallenes and <italic>N</italic>‐Tosylhydrazones: A Selective Synthesis of Conjugated and Skipped Dienes.

Abstract: Palladium(0)‐catalysed hydro‐alkylation or ‐alkenylation of alkoxyallenes with <italic>N</italic>‐tosylhydrazones gives direct access to conjugated and skipped 1‐alkoxydienes with high efficiency and excellent functional‐group compatibility. The reaction is proposed to involve the in situ‐formed <italic>t</italic>‐butanol as proton source in the key step of the allylpalladium(II) species generation. Moreover, lithium iodide or iodobenzene are employed as an unprecedented iodide (I⁻) reservoir to sustain the catalytic cycle. [ABSTRACT FROM AUTHOR]