title: Totally selective reaction of CO2 with enantiopure amino epoxides under mild reaction conditions. synthesis and synthetic applications of enantiopure (4R,1'S)- or (4S,1'S)-4-(1-Aminoalkyl)-2-oxo-1,3-dioxolanes.
abstract: The reaction of chiral (2R,1'S)- or (2S,1'S)-2-(1-aminoalkyl)epoxides 1 or 2 with CO2, generated from acidic treatment of an aqueous solution of NaHCO3 at room temperature, efficiently afforded enantiopure cyclic carbonates 3 or 4, respectively, with total selectivity. Compounds 3 and 4 were readily transformed into the corresponding diols 7 and 8 by reaction with LiAlH4 or by basic hydrolysis. When compounds 3 or 4 were allowed to react with methyllithium at -78 degrees C, O1-acetylalkane-1,2-diols 9 and 10 were obtained with total or high selectivity.
authors: Departamento de Química OrgAnica e InorgAnica, Facultad de Química, Universidad de Oviedo, JuliAn Clavería, 8, 33071 Oviedo, Spain. jmcg@unioVi.es
authors: José M
authors: JM
authors: Concellón
authors: Virginia
authors: V
authors: del Solar
authors: Santiago
authors: S
authors: García-Granda
authors: M Rosario
authors: MR
authors: Díaz