title: Diversity-oriented synthesis of fused thioglycosyl benzo[e][1,4]oxathiepin-5-ones and benzo[f][1,4]thiazepin-5(2H)-ones by a sequence of palladium-catalyzed glycosyl thiol arylation and deprotection-lactonization reactions.
abstract: An efficient synthesis of thioglycosylated benzo[e][1,4]oxathiepin-5-one and benzothiazepinone derivatives by a sequence of palladium-catalyzed glycosyl thiol arylation followed by deprotection-lactonization reactions has been reported. This diversity-oriented strategy enabled access to unknown complex cyclic scaffolds with polyhydroxylated appendages of biological interest.
authors.affiliation: Univ. Paris-Sud, CNRS, BioCIS-UMR 8076, Laboratoire de Chimie Thérapeutique, Equipe Labellisée Ligue Contre Le Cancer, LabEx LERMIT, Faculté de Pharmacie, 5 rue J.-B. Clément, Châtenay-Malabry, F-92296, France. samir.messaoudi@u-psud.fr mouad.alami@u-psud.fr.
authors.forename: Riyadh Ahmed Atto
authors.initials: RA
authors.lastname: AL-Shuaeeb
authors.forename: Gilles
authors.initials: G
authors.lastname: Galvani
authors.forename: Guillaume
authors.initials: G
authors.lastname: Bernadat
authors.forename: Jean-Daniel
authors.initials: JD
authors.lastname: Brion
authors.forename: Mouad
authors.initials: M
authors.lastname: Alami
authors.forename: Samir
authors.initials: S
authors.lastname: Messaoudi
mesh_terms: D001582:Benzothiepins / Q000737:chemistry*; D002384:Catalysis; D006031:Glycosylation; D007783:Lactones / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013841:Thiazepines / Q000737:chemistry*
chemical_list: D001582:Benzothiepins; D007783:Lactones; D013438:Sulfhydryl Compounds; D013841:Thiazepines; D010165:Palladium