title: Photochemical rearrangement of oxaziridines and nitrones in the hexahydroindole series: a convenient synthetic route to 1-azabicyclo[5.2.0]nonan-2-ones as novel RGD mimetics.
abstract: [reaction: see text] Photolysis of oxaziridines a or nitrones b provides a convenient synthetic route to fused bicyclic lactams c adequately substituted on both cycles A and B as scaffolds for mimicking conformationally constrained beta-turn peptides as in the tripeptide RGD signaling motif of fibronectin.
authors.affiliation: Laboratoire de Chimie Biomoléculaire et Interactions Biologiques, UMR CNRS 5074, Faculté de Pharmacie, 15, avenue Charles Flahault, 34060 Montpellier Cedex, France.
authors.forename: E
authors.initials: E
authors.lastname: Bourguet
authors.forename: J L
authors.initials: JL
authors.lastname: Baneres
authors.forename: J P
authors.initials: JP
authors.lastname: Girard
authors.forename: J
authors.initials: J
authors.lastname: Parello
authors.forename: J P
authors.initials: JP
authors.lastname: Vidal
authors.forename: X
authors.initials: X
authors.lastname: Lusinchi
authors.forename: J P
authors.initials: JP
authors.lastname: Declercq
mesh_terms: D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D007211:Indoles / Q000737:chemistry*; D007769:Lactams / Q000138:chemical synthesis*; D018716:Molecular Mimicry; D015394:Molecular Structure; D009589:Nitrogen Oxides / Q000737:chemistry*; D009842:Oligopeptides / Q000737:chemistry*; D010777:Photochemistry
chemical_list: D001643:Bridged Bicyclo Compounds; D007211:Indoles; D007769:Lactams; D009589:Nitrogen Oxides; D009842:Oligopeptides; C015388:nitrones; C047981:arginyl-glycyl-aspartic acid