title: Asymmetric synthesis of substituted NH-piperidines from chiral amines.
abstract: Previously, we reported an efficient asymmetric synthesis of substituted piperidines through an exocyclic chirality induced nitroalkene/amine/enone (NAE) condensation reaction. An effective protecting group strategy was developed herein to achieve enantiopure piperidines (yields up to 92%) with complete chirality retention (ee > 95%). A simple derivatization of the obtained piperidines gave thiourea catalysts, indicating the strong potential of this method for producing new amine-based dual functional organocatalysts for future development.
authors.affiliation: C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, WV 26506, USA. Xiaodong.Shi@mail.wvu.edu.
authors.forename: Lekh Nath
authors.initials: LN
authors.lastname: Gautam
authors.forename: Yijin
authors.initials: Y
authors.lastname: Su
authors.forename: Novruz G
authors.initials: NG
authors.lastname: Akhmedov
authors.forename: Jeffrey L
authors.initials: JL
authors.lastname: Petersen
authors.forename: Xiaodong
authors.initials: X
authors.lastname: Shi
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D013890:Thiourea / Q000737:chemistry
chemical_list: D000588:Amines; D010880:Piperidines; D013890:Thiourea