Title of article :
Reversal of Enantioselectivity by Catalyst Protonation: Asymmetric Hydrocyanation of Imines with Oxazaborolidines
Author/Authors :
Berkessel، Albrecht نويسنده , , Mukherjee، Santanu نويسنده , , Lex، Johann نويسنده ,
Abstract :
A new application of chiral oxazaborolidines in asymmetric transformation, namely the hydrocyanation of imines, is described. The effect of protonation of these catalysts on the reactivity and enantioselectivity of hydrocyanations is studied. Significant increase in reaction rate is observed upon protonation of the catalysts, along with the reversal of the sense of stereoinduction.
Keywords :
oxazaborolidine , Asymmetric Catalysis , hydrocyanation , Imine , Protonation
Journal title :
Astroparticle Physics