Issue 5, 2015

Enantioselective synthesis of trifluoromethyl substituted piperidines with multiple stereogenic centers via hydrogenation of pyridinium hydrochlorides

Abstract

An enantioselective iridium-catalyzed hydrogenation of trifluoromethyl substituted pyridinium hydrochlorides is described. Introduction of a trifluoromethyl group increases the reactivity due to the electron-withdrawing effect. Three stereogenic centers could be generated in one operation. This methodology provides a convenient route to chiral poly-substituted piperidines with up to 90% ee.

Graphical abstract: Enantioselective synthesis of trifluoromethyl substituted piperidines with multiple stereogenic centers via hydrogenation of pyridinium hydrochlorides

Supplementary files

Article information

Article type
Research Article
Submitted
03 Mar 2015
Accepted
31 Mar 2015
First published
31 Mar 2015

Org. Chem. Front., 2015,2, 586-589

Author version available

Enantioselective synthesis of trifluoromethyl substituted piperidines with multiple stereogenic centers via hydrogenation of pyridinium hydrochlorides

M. Chen, Z. Ye, Z. Chen, B. Wu and Y. Zhou, Org. Chem. Front., 2015, 2, 586 DOI: 10.1039/C5QO00069F

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