title: Strategic applications of Baylis-Hillman adducts to general syntheses of 3-nitroazetidines.
abstract: A novel one-pot highly diastereoselective synthesis of substituted 3-nitroazetidines via an anionic domino process is described. The synthesis involves a high yielding annulation of Baylis-Hillman alcohols and their aldehydes with either N-aryl/tosylphosphoramidates or N-aryl/tosylphosphoramidates in combination with a task-specific ionic liquid [bmim][X-Y] to afford the corresponding 1,2,3-tri- and 1,2,3,4-tetrasubstituted azetidines, respectively. Plausible mechanisms for the formation of various 3-nitroazetidines have been suggested.
authors.affiliation: Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad, 211002, India.
authors.forename: Ankita
authors.initials: A
authors.lastname: Rai
authors.forename: Lal Dhar S
authors.initials: LD
authors.lastname: Yadav
mesh_terms: D001384:Azetidines / Q000138:chemical synthesis*; D015394:Molecular Structure; D017672:Nitrogen Compounds / Q000138:chemical synthesis*
chemical_list: D001384:Azetidines; D017672:Nitrogen Compounds