Enantioselective Synthesis of α-(Hetero)aryl Piperidines Through Asymmetric Hydrogenation of Pyridinium Salts and Its Mechanistic Insights

Enantioselective synthesis of α-aryl and α-heteroaryl piperidines is reported. The key step is an iridium-catalyzed asymmetric hydrogenation of substituted N-benzyl pyridinium salts. High levels of enantioselectivity up to 99.3:0.7 er were obtained for a range of α-heteroaryl piperidines. DFT calcul...

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Publicado no:Org Lett
Main Authors: Qu, Bo, Mangunuru, Hari P. R., Tcyrulnikov, Sergei, Rivalti, Daniel, Zatolochnaya, Olga V., Kurouski, Dmitry, Radomkit, Suttipol, Biswas, Soumik, Karyakarte, Shuklendu, Fandrick, Keith R., Sieber, Joshua D., Rodriguez, Sonia, Desrosiers, Jean-Nicolas, Haddad, Nizar, McKellop, Keith, Pennino, Scott, Lee, Heewon, Yee, Nathan K., Song, Jinhua J., Kozlowski, Marisa C., Senanayake, Chris H.
Formato: Artigo
Idioma:Inglês
Publicado em: 2018
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Article
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC5835364/
https://ncbi.nlm.nih.gov/pubmed/29461064
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/acs.orglett.8b00067
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