852449-64-0Relevant academic research and scientific papers
Synthesis of 2-cyclopentenones by gold(I)-catalyzed rautenstrauch rearrangement
Shi, Xiaodong,Gorin, David J.,Toste, F. Dean
, p. 5802 - 5803 (2005)
The rearrangement of 1-ethynyl-2-propenyl pivaloates to cyclopentenones catalyzed by cationic triphenylphosphinegold(I) complexes is described. The reaction tolerates both alkyl and aryl substitution at the acetylenic and olefinic positions. Importantly, the gold(I)-catalyzed rearrangement of enantioenriched propargyl pivaloates proceeds with excellent chirality transfer, thus providing a practical method for the enantioselective synthesis of cyclopentenones. Copyright
Expanding the Scope of the Gold(I)-Catalyzed Rautenstrauch Rearrangement: Protic Additives
Bürki, Cédric,Whyte, Andrew,Arndt, Sebastian,Hashmi, A. Stephen K.,Lautens, Mark
supporting information, p. 5058 - 5061 (2016/10/14)
The synthesis of substituted 2-cyclopentenones using a commercially available gold(I) catalyst is described under flexible reaction conditions. During the course of our investigations, we discovered that using a proton source as an additive is required to obtain the desired substituted cyclopentenones in good yields.
