title: Catalytic asymmetric ring-opening of meso-aziridines with malonates under heterodinuclear rare earth metal Schiff base catalysis.
abstract: Catalytic asymmetric ring-opening of meso-aziridines with malonates is described. The combined use of two rare earth metal sources with different properties promoted the desired ring-opening reaction. A 1:1:1 mixture of a heterobimetallic La(O-iPr)(3)/Yb(OTf)(3)/Schiff base 1a (0.25-10 mol %) efficiently promoted the reaction of five-, six-, and seven-membered ring cyclic meso-aziridines as well as acyclic meso-aziridines with dimethyl, diethyl, and dibenzyl malonates, giving chiral cyclic and acyclic γ-amino esters in 99-63% yield and >99.5-97% ee.
authors: Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors: Yingjie
authors: Y
authors: Xu
authors: Luqing
authors: L
authors: Lin
authors: Motomu
authors: M
authors: Kanai
authors: Shigeki
authors: S
authors: Matsunaga
authors: Masakatsu
authors: M
authors: Shibasaki
mesh_terms: D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D008314:Malonates / Q000737:chemistry*; D008674:Metals, Rare Earth / Q000737:chemistry*; D012545:Schiff Bases / Q000737:chemistry*
chemical_list: D001388:Aziridines; D008314:Malonates; D008674:Metals, Rare Earth; D012545:Schiff Bases