title: An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines.
abstract: A synthetic route to enantiopure cis-2,4-disubstituted and 2,4-bridged piperidines is reported, the key step being a stereoselective conjugate addition of an organocuprate to a phenylglycinol-derived unsaturated lactam bearing a substituent at the 8a-position.
authors.affiliation: Laboratory of Organic Chemistry, Faculty of Pharmacy, and Institute of Biomedicine (IBUB), University of Barcelona, 08028 Barcelona, Spain. amat@ub.edu
authors.forename: Mercedes
authors.initials: M
authors.lastname: Amat
authors.forename: Maria
authors.initials: M
authors.lastname: Pérez
authors.forename: Annamaria T
authors.initials: AT
authors.lastname: Minaglia
authors.forename: Joan
authors.initials: J
authors.lastname: Bosch
mesh_terms: D003300:Copper / Q000737:chemistry*; D004983:Ethanolamines; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D007769:Lactams / Q000737:chemistry*; D008956:Models, Chemical; D009942:Organometallic Compounds / Q000737:chemistry*; D010880:Piperidines / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D004983:Ethanolamines; D007769:Lactams; D009942:Organometallic Compounds; D010880:Piperidines; C005332:N-phenylethanolamine; D003300:Copper; D005998:Glycine