109976-51-4Relevant academic research and scientific papers
Diastereoselective and Stereodivergent Synthesis of 2-Cinnamylpyrrolines Enabled by Photoredox-Catalyzed Iminoalkenylation of Alkenes
Shen, Xu,Huang, Congcong,Yuan, Xiang-Ai,Yu, Shouyun
, p. 9672 - 9679 (2021/03/16)
A photoredox-catalyzed iminoalkenylation of γ-alkenyl O-acyl oximes has been developed. Readily available alkenylboronic acids serve as alkenylation reagents, leading to densely functionalized pyrrolines. Both (E)- and (Z)-cinnamylpyrrolines are accessible depending on the reaction solvent. In dichloromethane, (E)-cinnamylpyrrolines are produced through a photoredox-mediated single-electron-transfer process. In tetrahydrofuran, (Z)-cinnamylpyrrolines are generated by photocatalytic contra-thermodynamic E-to-Z isomerization of (E)-cinnamylpyrrolines though an energy-transfer pathway. Two stereocenters are established with complete diastereoselectivity and only one diastereomer is isolated.
Cobaloxime-Catalyzed Radical Alkyl-Styryl Cross Couplings
Branchaud, Bruce P.,Detlefsen, William D.
, p. 6273 - 6276 (2007/10/02)
Cobaloxime-catalyzed radical alkyl-styryl cross couplings can be accomplished by visible light photolysis of various alkyl bromides + styrene + in-situ-generated CoII(dmgH)2py + Zn in refluxing CH3CN or refluxing 95percentEtOH.cobaloximes; radi
Unsaturated Esters Synthesis via Cu(I)-Catalyzed Allylation of Zinc Esters
Ochiai, Hirofumi,Tamaru, Yoshinao,Tsubaki, Kazunori,Yoshida, Zen-ichi
, p. 4418 - 4420 (2007/10/02)
CuCN-catalyzed allylation of ethyl β-(iodozincio)propionate (1), ethyl β-(bromozincio)butyrate (2), ethyl γ-(iodozincio)butyrate (3), and ethyl δ-(iodozincio)pentanoate (4) with allylic halide or tosylate provides ethyl 5-hexenoates, ethyl 6-heptenoates, and ethyl 7-octenoates in high yields.Regioselectivity of the allylation and the reaction of 3 with propargyl tosylate are also discussed.
