149070-87-1Relevant articles and documents
Asymmetric Hydrogenation of Pyridinium Salts with an Iridium Phosphole Catalyst
Chang, Mingxin,Huang, Yuhua,Liu, Shaodong,Chen, Yonggang,Krska, Shane W.,Davies, Ian W.,Zhang, Xumu
, p. 12761 - 12764 (2014)
Iridium-catalyzed asymmetric hydrogenation of N-alkyl-2-alkylpyridinium salts provided 2-aryl-substituted piperidines with high levels of enantioselectivity. Simple benzyl and other alkyl groups successfully activated the challenging pyridine substrates toward hydrogenation. The use of the unusual chiral-phosphole-based MP2-SEGPHOS was the key to the success of this approach which provides a versatile and practical procedure for the synthesis of chiral piperidines. Ring to ring: Simple N-benzyl and N-alkyl groups successfully activated pyridine substrates toward hydrogenation. The use of the unusual chiral phosphole-based ligand L was the key to the success of this approach, which provides a versatile and practical procedure for the synthesis of chiral piperidines. cod=1,5-cyclooctadiene.
Synthesis of Enantioenriched 2-Alkyl Piperidine Derivatives through Asymmetric Reduction of Pyridinium Salts
Qu, Bo,Mangunuru, Hari P. R.,Wei, Xudong,Fandrick, Keith R.,Desrosiers, Jean-Nicolas,Sieber, Joshua D.,Kurouski, Dmitry,Haddad, Nizar,Samankumara, Lalith P.,Lee, Heewon,Savoie, Jolaine,Ma, Shengli,Grinberg, Nelu,Sarvestani, Max,Yee, Nathan K.,Song, Jinhua J.,Senanayake, Chris H.
, p. 4920 - 4923 (2016/10/18)
An Ir-catalyzed enantioselective hydrogenation of 2-alkyl-pyridines has been developed using ligand MeO-BoQPhos. High levels of enantioselectivities up to 93:7 er were obtained. The resulting enantioenriched piperidines can be readily converted into biologically interesting molecules such as the fused tricyclic structures 5, 6, and 7 in 99:1 er, providing a novel, concise synthetic route to this family of chiral piperidine-containing compounds.
