title: New synthesis of beta-sultams from pentafluorophenyl sulfonates.
abstract: A stereoselective one-pot synthesis of substituted 1,2-thiazetidine 1,1-dioxides (beta-sultams) has been achieved from heterocyclic pentafluorophenyl (PFP) sulfonates. Mild N-O bond cleavage of isoxazolidines followed by intramolecular cyclization of the amine onto the PFP demonstrates the potential utility for using the PFP sulfonate as a valuable precursor to sulfonamides. [reaction: see text].
authors.affiliation: The Christopher Ingold Laboratories, Department of Chemistry, University College London, 20 Gordon Street, London WC1H 0AJ, UK.
authors.forename: Alexandra K de K
authors.initials: AK
authors.lastname: Lewis
authors.forename: B James
authors.initials: BJ
authors.lastname: Mok
authors.forename: Derek A
authors.initials: DA
authors.lastname: Tocher
authors.forename: Jonathan D
authors.initials: JD
authors.lastname: Wilden
authors.forename: Stephen
authors.initials: S
authors.lastname: Caddick
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D003500:Cyclization; D013237:Stereoisomerism; D013449:Sulfonamides / Q000138:chemical synthesis*; D013451:Sulfonic Acids / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D013449:Sulfonamides; D013451:Sulfonic Acids; C480101:beta-sultam