Polymeric salen-Ti(IV) or V(V) complex catalyzed asymmetric synthesis of O-acetylcyanohydrins from KCN, Ac2O and aldehydes

Article abstract of DOI:10.1016/j.tet.2004.08.078

Polymeric salen-Ti(IV) and V(V) complexes were employed in the enantioselective O-acetyl cyanation of aldehydes with potassium cyanide and acetic anhydride. The crosslinked polymeric salen-Ti(IV) catalyst exhibited good activities and enantioselectivities, up to 91% ee with 99% conversion was obtained at -20°C with 1 mol% of catalyst (based on bimetallic catalytic unit). Moreover, six consecutive recyclings with the easily recovered crosslinked polymeric catalyst showed no obvious decrease in either activity or enantioselectivity. Linear polymeric salen-V(V) catalyst showed good catalytic efficiency too, up to 94% ee with 99% conversion was obtained at -42°C with 5 mol% of catalyst. Graphical Abstract.