Organic Chemistry Portal



Malononitrile as Acylanion Equivalent

Sebastian Förster, Olena Tverskoy, Günter Helmchen*

*Organisch-Chemisches Institut der Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany, Email:

S. Förster, O. Tverskoy, G. Helmchen, Synlett, 2008, 2803-2806.

DOI: 10.1055/s-0028-1083540


The oxidation of malononitrile derivatives with peracid in methanol proceeds with loss of the cyano groups to yield methyl esters in high yield. The method was applied to a variety of malononitrile derivatives, some of which were prepared by Pd- or Ir-catalyzed asymmetric allylic substitution.

see article for more examples

Key Words

esters, oxidations, cyanohydrins, allylations, iridium, asymmetric catalyses, peracids

ID: J60-Y2008-3320