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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: g.helmchenoci.uni-heidelberg.de

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

DOI: 10.1055/s-0028-1083540


Abstract

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