title: Stereoselective synthesis of N-galactofuranosyl amides.
abstract: α- or β-Galactofuranosyl (Galf) amides can be synthesized with high stereoselectivity by traceless Staudinger ligation starting from unprotected β-galactofuranosyl azide or tetra-O-acetyl-β-galactofuranosyl azide, respectively. The resulting Galf amides are hitherto unknown molecules, with interesting potential as inhibitors of mycobacterial growth.
authors.affiliation: Dipartimento di Chimica Organica e Industriale and CISI, Universitá degli Studi di Milano, Via Venezian 21, Milan, Italy.
authors.forename: Filippo
authors.initials: F
authors.lastname: Nisic
authors.forename: Anna
authors.initials: A
authors.lastname: Bernardi
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001386:Azides / Q000737:chemistry; D005663:Furans / Q000737:chemistry*; D005690:Galactose / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D013237:Stereoisomerism
chemical_list: D000577:Amides; D000995:Antitubercular Agents; D001386:Azides; D005663:Furans; D006027:Glycosides; D005690:Galactose