title: Synthesis of trifluoromethyl γ-aminophosphonates by nucleophilic aziridine ring opening.
abstract: Phosphonated derivatives of trifluoromethyl aziridine were obtained with good yield from aziridine-2-carbaldehyde by two distinct methods, which resulted in different diastereoselectivities. Using thiols as nucleophiles ring opening reactions of trifluoromethylated derivatives of aziridine-2-phosphonates proceeded regio- and diastereoselectively, giving rise to γ-amino-γ-trifluoromethyl phosphonates.
authors: Faculty of Chemistry, Adam Mickiewicz University, Umultowska 89b, 60614 Poznan, Poland. cytlak@amu.edu.pl.
authors: T
authors: T
authors: Cytlak
authors: M
authors: M
authors: Saweliew
authors: M
authors: M
authors: Kubicki
authors: H
authors: H
authors: Koroniak
mesh_terms: D000586:Amination; D001388:Aziridines / Q000737:chemistry*; D054879:Halogenation; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D008745:Methylation; D008958:Models, Molecular; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry
chemical_list: D001388:Aziridines; D006845:Hydrocarbons, Fluorinated; D063065:Organophosphonates; D013438:Sulfhydryl Compounds; C033132:aziridine