1262148-91-3Relevant academic research and scientific papers
Gold(I)-catalyzed decarboxylation of propargyl carbonates: Reactivity reversal of the gold catalyst from π-Lewis acidity to σ-Lewis acidity
Shen, Ruwei,Yang, Jianjun,Zhu, Shugao,Chen, Chao,Wu, Luling
, p. 1259 - 1269 (2015)
A cationic gold(I)-catalyzed decarboxylative etherification of propargyl carbonates to selectively produce propargyl ethers is reported. In the reaction the gold(I) catalyst shows a distinct σ-Lewis acidity rather than the commonly observed π-Lewis acidity, and thus catalyzes the decarboxylation of a variety of propargyl carbonates to give the corresponding propargyl ethers with high selectivity. This reaction represents a rare example of the tunable reactivity of cationic gold(I) complexes between σ-Lewis acidity and π-Lewis acidity.
A General Convergent Strategy for the Synthesis of Tetra-Substituted Furan Fatty Acids (FuFAs)
Wang, Yamin,Pritchard, Gareth J.,Kimber, Marc C.
, p. 2914 - 2922 (2020/03/26)
Using a palladium catalyzed - acid mediated isomerization sequence, tetrasubstituted furans suitable for furan fatty acid (FuFA) total synthesis can be effectively constructed in high yield. This convergent approach installs the essential carbon side chains at the α1- and α2 -positions, the β1-methyl group, and importantly, an electron withdrawing group at the β2-position tempering the reactivity of the electron rich furan in the FuFAs. When this EWG is an ester, it was conveniently transformed into the required β1-methyl group in three high yielding synthetic steps. Using this approach, the total synthesis of 11D5 and 11D3 was accomplished in 7-steps from commercially available starting materials in overall yields of 52 % and 48 %, respectively. Furthermore, this methodology also provided an efficient synthetic route to the decarboxy analogues of both 11D5 and 11D3.
