267003-13-4Relevant academic research and scientific papers
Pyridyl and furyl epoxides of more than 99% enantiomeric purities: The use of a phosphazene base
Solladie-Cavallo, Arlette,Roje, Marin,Isarno, Thomas,Sunjic, Vitomir,Vinkovic, Vladimir
, p. 1077 - 1080 (2000)
trans-1-(2-Pyridyl)-, trans-1-(3-pyridyl)-, trans-1(2-furyl)-, and trans-1(3-furyl)-2-phenyl epoxides with enantiomeric purities ranging from 96.8 to 99.8% [in favor of the (+, EtOH)-isomer] are obtained in two steps from pure (R,R,R)-oxathiane which is recovered (85-90%) and reused. The chiral bidentate ligand 2-phenyl-(S)-1-(2-pyridyl)ethanol with 99.6% ee was obtained in three steps and 67% overall isolated yield.
DNA-based hydrolytic kinetic resolution of epoxides
Dijk, Ewold W.,Feringa, Ben L.,Roelfes, Gerard
experimental part, p. 2374 - 2377 (2009/04/11)
DNA-bound copper(II) complexes serve as catalysts for the hydrolytic kinetic resolution of 2-pyridyloxiranes in water. Selectivity factors of up to 2.7 were achieved, indicating a chirality transfer of DNA to epoxides via a coordinated metal ion.
