title: Preparation of enantioenriched γ-substituted lactones via asymmetric transfer hydrogenation of β-azidocyclopropane carboxylates using the Ru-TsDPEN complex.
abstract: The asymmetric transfer hydrogenation of racemic β-azidocyclopropane carboxylates has been explored. Ru-TsDPEN B is found to be a good catalyst for the formation of enantioenriched γ-lactones through a four-step sequence of azide reduction/cyclopropane ring cleavage/ketone transfer hydrogenation/lactonization, and the enantiomeric excess of the lactones was up to 94%.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University , Lanzhou 730000, China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Su
authors.forename: Yong-Qiang
authors.initials: YQ
authors.lastname: Tu
authors.forename: Peiming
authors.initials: P
authors.lastname: Gu
mesh_terms: D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D005029:Ethylenediamines / Q000737:chemistry*; D006865:Hydrogenation; D007659:Ketones / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D002264:Carboxylic Acids; D005029:Ethylenediamines; D007659:Ketones; D007783:Lactones; D009942:Organometallic Compounds; C520782:ruthenium-(1S,2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; D012428:Ruthenium