title: Concise construction of novel bridged bicyclic lactams by sequenced Ugi/RCM/Heck reactions.
abstract: Herein we report a concise protocol for the diastereoselective synthesis of novel bridged bicyclic lactams from commercially available components by the sequence of Ugi, ring-closing metathesis (RCM), and Heck reactions. X-ray diffraction studies revealed that the bicyclic products contain varying degrees of pyramidalization of the bridgehead nitrogen atom.
authors.affiliation: Medicinal Chemistry Technologies, Advanced Technology, Abbott Laboratories, 100 Abbott Park Road, Abbott Park, Illinois 60064, USA.
authors.forename: Timothy P
authors.initials: TP
authors.lastname: Ribelin
authors.forename: Andrew S
authors.initials: AS
authors.lastname: Judd
authors.forename: Irini
authors.initials: I
authors.lastname: Akritopoulou-Zanze
authors.forename: Rodger F
authors.initials: RF
authors.lastname: Henry
authors.forename: Jeffrey L
authors.initials: JL
authors.lastname: Cross
authors.forename: David N
authors.initials: DN
authors.lastname: Whittern
authors.forename: Stevan W
authors.initials: SW
authors.lastname: Djuric
mesh_terms: D018360:Crystallography, X-Ray; D003500:Cyclization; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D007769:Lactams