Catalytic Regio- and Enantioselective Protonation for the Synthesis of Chiral Allenes: Synergistic Effect of the Counterion and Water was written by Lin, Qianchi;Zheng, Sujuan;Chen, Long;Wu, Jin;Li, Jinzhao;Liu, Peizhi;Dong, Shunxi;Liu, Xiaohua;Peng, Qian;Feng, Xiaoming. And the article was included in Angewandte Chemie, International Edition in 2022.Name: Copper(II) trifluoromethanesulfonate This article mentions the following:
A highly enantioselective tandem Pudovik addition/[1,2]-phospha-Brook rearrangement of α-alkynylketoamides with diarylphosphine oxides was achieved with a N,N’-dioxide/ScIII complex as the catalyst. This protocol features broad substrate scope, high regio- and enantioselectivity, and good functional-group compatibility, providing a straightforward route to various trisubstituted allenes with a diarylphosphinate functionality in good yields with high enantioselectivities (up to 97% yield, 96% ee). Control experiments and theor. calculations revealed that a synergistic effect of the counterion and water was critical for the regio- and enantioselective protonation after [1,2]-phospha-Brook rearrangement. The synthetic utility of this methodol. was demonstrated by the conversion of products into complex bridged polycyclic architectures through intramol. dearomatizing arene/allene cycloaddition In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Name: Copper(II) trifluoromethanesulfonate).
Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. The applications of Copper-based nanoparticles have received great attention due to the earth-abundant, inexpensive and low toxicity. The copper-mediated C-C, C-O, C-N, and C-S bond formation is a part of one oldest reaction, emphasizing the Ullmann cross-coupling reaction.Name: Copper(II) trifluoromethanesulfonate
Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”