title: [3 + 2]-Cycloadditions of Azomethine Imines and Ynolates.
abstract: A novel [3 + 2]-cycloaddition between azomethine imines and lithium ynolates is described to synthesize bicyclic pyrazolidinones. These bicyclic pyrazolidinones are versatile intermediates to form β-amino acids and monocyclic pyrazolidinones. High diastereoselectivity and stereospecificity allow access to optically active products.
authors.affiliation: Department of Biochemistry, Division of Chemistry, UT Southwestern Medical Center , 5323 Harry Hines Boulevard, Dallas, Texas 75390-9038, United States.
authors.forename: Sarah E
authors.initials: SE
authors.lastname: Winterton
authors.affiliation: Department of Biochemistry, Division of Chemistry, UT Southwestern Medical Center , 5323 Harry Hines Boulevard, Dallas, Texas 75390-9038, United States.
authors.forename: Joseph M
authors.initials: JM
authors.lastname: Ready
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D011720:Pyrazoles / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D000480:Alkynes; D001391:Azo Compounds; D007097:Imines; D011720:Pyrazoles; D013882:Thiosemicarbazones; C512188:azomethine