title: Synthesis of enantiopure cis- and trans-2,3-disubstituted piperidines.
abstract: The synthesis of enantiopure cis- and trans-2,3-disubstituted piperidines 4 is described. The key step of the synthesis involves the stereoselective reduction of chiral nonracemic lactams 2 by using BH3.Me2S. A rationalization of the stereoselectivity is presented.
authors.affiliation: Laboratoire de Synthèse Asymétrique (UMR CNRS 7611), Case courrier 47, Université P. et M. Curie, 4 place Jussieu, 75005 Paris, France.
authors.forename: Claude
authors.initials: C
authors.lastname: Agami
authors.forename: Luc
authors.initials: L
authors.lastname: Dechoux
authors.forename: Cécilia
authors.initials: C
authors.lastname: Ménard
authors.forename: Séverine
authors.initials: S
authors.lastname: Hebbe
mesh_terms: D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007202:Indicators and Reagents; D010880:Piperidines