131190-14-2Relevant academic research and scientific papers
Stereospecific synthesis of arylidene and allylidene cyclopentanes by a palladium-catalyzed cylisation
Fournet, Guy,Balme, Genevieve,Van Hemelryck, Bruno,Gore, Jacques
, p. 5147 - 5150 (1990)
Vinyl and aryl halides react with ε-acetylenic β-diesters, β-keto esters and βsulfonylesters in the presence of a Pd(o) catalyst leading in good yields to the title compounds. The acetylenic homolog containing an additional carbon leads in the same conditions to a cyclohexane, but this process then competes with the arylation of the terminal acetylenic carbon.
The synthesis of (E)-arylidene and allylidene cyclopentanes by means of a pallodium(0)-catalyzed complex
Fournet,Balme,Gore
, p. 6293 - 6304 (2007/10/02)
When treated with an unsaturated halide in a palladium-catalyzed process, the anions from γ-acetylenic malonates 4 and 5 stereospecifically lead to cyclopentanes having an exo tri- or tetra-substituted double bond. This reaction which forms simultaneously two carbon-carbon bonds is believed to proceed by nucleophilic attack of the anion on the triple bond activated by the σ-aryl or σ-vinyl palladium complex.
