title: Synthesis of alpha,beta-unsaturated gamma-lactams via asymmetric iridium-catalysed allylic substitution.
abstract: Syntheses of alpha,beta-unsaturated gamma-lactams are described that are based on ring-closing metathesis in combination with enantioselective Ir-catalysed allylic amination using N-Boc-N-(but-2-enoyl)-amine as a pronucleophile. As an example application, the synthesis of a Baclofen analogue is presented.
authors.affiliation: Organisch-Chemisches Institut der Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, D-69120 Heidelberg, Germany.
authors.forename: Stephanie
authors.initials: S
authors.lastname: Spiess
authors.forename: Carola
authors.initials: C
authors.lastname: Berthold
authors.forename: Robert
authors.initials: R
authors.lastname: Weihofen
authors.forename: Günter
authors.initials: G
authors.lastname: Helmchen
mesh_terms: D001418:Baclofen / Q000031:analogs & derivatives / Q000138:chemical synthesis; D002384:Catalysis; D003500:Cyclization; D007495:Iridium / Q000737:chemistry*; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D007769:Lactams; D007495:Iridium; D001418:Baclofen