title: Synthesis of Enantioenriched 2-Alkyl Piperidine Derivatives through Asymmetric Reduction of Pyridinium Salts.
abstract: 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.
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Bo
authors.initials: B
authors.lastname: Qu
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Hari P R
authors.initials: HP
authors.lastname: Mangunuru
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Xudong
authors.initials: X
authors.lastname: Wei
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Keith R
authors.initials: KR
authors.lastname: Fandrick
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Jean-Nicolas
authors.initials: JN
authors.lastname: Desrosiers
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Joshua D
authors.initials: JD
authors.lastname: Sieber
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Dmitry
authors.initials: D
authors.lastname: Kurouski
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Nizar
authors.initials: N
authors.lastname: Haddad
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Lalith P
authors.initials: LP
authors.lastname: Samankumara
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Heewon
authors.initials: H
authors.lastname: Lee
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Jolaine
authors.initials: J
authors.lastname: Savoie
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Shengli
authors.initials: S
authors.lastname: Ma
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Nelu
authors.initials: N
authors.lastname: Grinberg
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Max
authors.initials: M
authors.lastname: Sarvestani
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Nathan K
authors.initials: NK
authors.lastname: Yee
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Jinhua J
authors.initials: JJ
authors.lastname: Song
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, United States.
authors.forename: Chris H
authors.initials: CH
authors.lastname: Senanayake