title: Development of a tailor-made bis(oxazolidine)pyridine-metal catalyst for the [3+2] cycloaddition of azomethine imines with propiolates.
abstract: A series of bis(oxazolidine)pyridine ligands (the PyBodines) were newly designed and synthesized for the development of a highly efficient, tailor-made catalyst for the [3+2] cycloaddition of azomethine imines with propiolates. The PyBodine(l-Ala)-Cu(OAc)2 catalyst was selected on the basis of solid-phase catalysis/CD-HTS and exhibited high efficiency, producing the (R)-adducts with excellent enantioselectivity.
authors.affiliation: Department of Chemistry, Graduate School of Science, Chiba University, 1-33 Inage, Chiba 263-8522, Japan. tarai@faculty.chiba-u.jp
authors.forename: Takayoshi
authors.initials: T
authors.lastname: Arai
authors.forename: Yuta
authors.initials: Y
authors.lastname: Ogino
authors.forename: Toru
authors.initials: T
authors.lastname: Sato
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D007097:Imines / Q000737:chemistry*; D008024:Ligands; D008670:Metals / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry; D011422:Propionates / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D000480:Alkynes; D001391:Azo Compounds; D007097:Imines; D008024:Ligands; D008670:Metals; D010080:Oxazoles; D011422:Propionates; D011725:Pyridines; D013882:Thiosemicarbazones; C512188:azomethine; C064210:oxazolidine; C023666:pyridine; C011537:propiolic acid