ChemInform Abstract: Convenient Synthesis of Alkyl (Z)- and (E)-2,3-Bis(trimethylstannyl)alk-2-enoates and N,N-Dimethyl (E)-2,3-Bis(trimethylstannyl)alk-2-enamides

Palladium(0)-catalysed addition of (Me3Sn)2 to the α,β-acetylenic esters (1a–n) and amides (4a–d) provides the (Z)-2,3-bis(trimethylstannyl)alk-2-enoates (2a–n) and the (E)-2,3-bis(trimethylstannyl)alk-2-enamides (6a–d), respectively; thermolysis of (2a–h) transforms these substances into the corresponding (E)-isomers (3a–h).