Asymmetric Ring Opening of Meso Epoxides with TMSCN Catalyzed by (pybox)lanthanide Complexes

Autor: Schaus, S. E., Jacobsen, E. N.
Zdroj: Organic Letters; April 2000, Vol. 2 Issue: 7 p1001-1004, 4p
Abstrakt: The asymmetric ring opening of meso epoxides with TMSCN is catalyzed by (pybox)YbCl3 complexes, yielding the β-trimethylsilyloxy nitrile ring-opened products with good enantioselectivities (83−92% ee). The reaction exhibits a second-order kinetic dependence on catalyst concentration and a first-order dependence on epoxide concentration, consistent with a bimetallic pathway involving simulataneous activation of epoxide and cyanide.
Databáze: Supplemental Index