138495-03-1Relevant articles and documents
One Amine–3 Tasks: Reductive Coupling of Imines with Olefins in Batch and Flow
Lefebvre, Quentin,Porta, Riccardo,Millet, Anthony,Jia, Jiaqi,Rueping, Magnus
supporting information, p. 1363 - 1367 (2020/02/04)
Owing to their wide range of biological properties, γ-aminobutyric acid derivatives (GABA) have been extensively studied and found noteworthy industrial applications. However, atom-economical and efficient processes for their production are scarce and would greatly benefit from further investigations. Herein, we demonstrate that an iridium-based photocatalyst promotes the direct reductive cross-coupling of imines with olefins upon irradiation with visible light to give GABA derivatives in good yields and selectivities. We also stress the enabling triple role of tributylamine additive in this process, discuss the advantages of strategies based on proton-coupled electron transfer (PCET) and demonstrate the scale-up of this reaction in continuous flow.
Highly enantioselective lewis base organocatalyzed hydrosilylation of γ-imino esters
Xue, Zhou-Yang,Liu, Li-Xin,Jiang, Yan,Yuan, Wei-Cheng,Zhang, Xiao-Mei
, p. 251 - 255 (2012/02/04)
Highly enantioselective hydrosilylation of γ-imino esters with trichlorosilane promoted by a chiral Lewis base proceeded smoothly to provide various optically active γ-amino esters in good yields (up to 96 %) with excellent enantioselectivities (up to 99%
Electroreductive Coupling of Aromatic Imines with Electrophiles in the Presence of Chlorotrimethylsilane
Shono, Tatsuya,Kise, Naoki,Kunimi, Nobutaka,Nomura, Ryoji
, p. 2191 - 2194 (2007/10/02)
Electroreduction of aromatic imines in the presence of electrophiles gave the corresponding inter- and intramolecular coupling products when the reaction was carried out with the use of chlorotrimethylsilane (CTMS) as the trapping agent of an anion interm