New and Highly (E)-Selective Synthesis of Terminal 1,3-Diene via Three-Carbon Elongation of Aldehyde

Article abstract of DOI:10.1016/S0040-4039(00)61102-4

A new synthetic method of 1,3-diene by three-carbon elongation of aldehyde is described. 3-Trimethylsilyl-1-propenylzirconocene chloride (2), generated from 3-trimethylsilyl-1-propyne (1) and Cp2Zr(H)Cl, reacts with aldehyde in the presence of catalytic AgClO4 and subsequent one-pot 1,4-elimination affords 1,3-dienes in high yields with excellent (E)-selectivities.