title: Stereoselective nitration of olefins with (t)BuONO and TEMPO: direct access to nitroolefins under metal-free conditions.
abstract: Nitroolefins are essential elements for both synthetic chemistry and medicinal research. Despite significant improvements in nitration of olefin an efficient metal-free synthesis remains elusive so far. Herein, we disclose a new set of reagents to access nitroolefins in a single step under metal-free conditions. A wide range of olefins with diverse functionalities has been nitrated in synthetically useful yields. This transformation is operationally simple and exhibits excellent E-selectivity. Furthermore, site selective nitration in a complex setup makes this method advantageous.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400 076, India.
authors.forename: Soham
authors.initials: S
authors.lastname: Maity
authors.forename: Togati
authors.initials: T
authors.lastname: Naveen
authors.forename: Upendra
authors.initials: U
authors.lastname: Sharma
authors.forename: Debabrata
authors.initials: D
authors.lastname: Maiti
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D008670:Metals / Q000737:chemistry*; D009574:Nitro Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D009603:Nitroso Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D006571:Heterocyclic Compounds; D008670:Metals; D009574:Nitro Compounds; D009603:Nitroso Compounds