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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 (free Supporting Information)


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.

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Key Words

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

ID: J60-Y2008-3320