Synthesis of Enantioenriched 2-Alkyl Piperidine Derivatives through Asymmetric Reduction of Pyridinium Salts. Academic Article uri icon


  • 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.

published proceedings

  • Org Lett

author list (cited authors)

  • Qu, B. o., Mangunuru, H., Wei, X., Fandrick, K. R., Desrosiers, J., Sieber, J. D., ... Senanayake, C. H.

citation count

  • 36

complete list of authors

  • Qu, Bo||Mangunuru, Hari PR||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

publication date

  • October 2016