55108-06-0Relevant academic research and scientific papers
Highly Diastereoselective Functionalization of Piperidines by Photoredox-Catalyzed α-Amino C-H Arylation and Epimerization
Walker, Morgan M.,Koronkiewicz, Brian,Chen, Shuming,Houk,Mayer, James M.,Ellman, Jonathan A.
supporting information, p. 8194 - 8202 (2020/05/22)
We report a photoredox-catalyzed α-amino C-H arylation reaction of highly substituted piperidine derivatives with electron-deficient cyano(hetero)arenes. The scope and limitations of the reaction were explored, with piperidines bearing multiple substituti
A modular approach to α,β-unsaturated N-aryl ketonitrones
Hood, Tyler S.,Bryan Huehls,Yang, Jiong
supporting information; experimental part, p. 4679 - 4682 (2012/09/05)
A modular approach to α,β-unsaturated N-aryl ketonitrones has been developed. Specifically, condensation of anilines and enals followed by alkylation of the resulting α,β-unsaturated imines provided N-allyl anilines, which were subjected to oxidation with
Electronic and steric control in regioselective addition reactions of organolithium reagents with enaldimines
Tomioka,Shioya,Nagaoka,Yamada
, p. 7051 - 7054 (2007/10/03)
A reaction mode of imines derived from naphthalene-1-carbaldehyde and acyclic α,β-unsaturated aldehydes with organolitium reagents was dependent on the characteristic nature of a substituent on the imine nitrogen atom. An imine having an electron-withdrawing aryl group on the nirtogen atom behaves as a 1,2-directing imine toward organolithium reagents. In contrast, an imine bearing an alkyl or a bulky aryl group favors 1,4-addition of organolithium reagents. Electronic and steric tuning of a substituent on the imine nitrogen atom for a reaction mode was rationalized on the basis of molecular orbital calculations.
