title: Reagents for Storage and Regeneration of Nonstabilized Azomethine Ylides: Spiroanthraceneoxazolidines.
abstract: Nonstabilized azomethine ylides are easily trapped by anthraquinone to form stable spiro-oxazolidines, which have an unusual ability to undergo a cycloreversion in the presence of other dipolarophiles at 120-150 °C. All tested recycloadditions with carbonyl compounds and electron-poor alkenes occurred in moderate to high yields (41-92%). Moreover, increasing the reaction temperature to 210 °C made it possible to obtain adducts with low reactive dipolarophiles.
authors.affiliation: Department of Chemistry, Institute of Natural Sciences, Ural Federal University , 620000 Ekaterinburg, Russian Federation.
authors.forename: Evgeny M
authors.initials: EM
authors.lastname: Buev
authors.affiliation: Department of Chemistry, Institute of Natural Sciences, Ural Federal University , 620000 Ekaterinburg, Russian Federation.
authors.forename: Vladimir S
authors.initials: VS
authors.lastname: Moshkin
authors.affiliation: Department of Chemistry, Institute of Natural Sciences, Ural Federal University , 620000 Ekaterinburg, Russian Federation.
authors.forename: Vyacheslav Y
authors.initials: VY
authors.lastname: Sosnovskikh
mesh_terms: D000873:Anthracenes / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D003500:Cyclization; D007202:Indicators and Reagents / Q000737:chemistry*; D015394:Molecular Structure; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D000873:Anthracenes; D001391:Azo Compounds; D007202:Indicators and Reagents; D013141:Spiro Compounds; D013882:Thiosemicarbazones; C512188:azomethine