1313049-01-2Relevant academic research and scientific papers
Gosteli-claisen rearrangement of propargyl vinyl ethers: Cascading rearrangements molecular
Gille, Annika,Rehbein, Julia,Hiersemann, Martin
, p. 2122 - 2125 (2011/06/25)
The ambivalent reactivity of 2-alkoxycarbonyl-substituted propargyl vinyl ethers has been explored. Depending on the conditions, the catalyzed and uncatalyzed Gosteli-Claisen rearrangement triggers downstream transformations that cascade from initially formed γ-allenyl α-keto esters to highly substituted furanes and cyclopentenes. In support of a mechanistic hypothesis, the results of a DFT study using the B1B95 and B3LYP functionals are revealed.
