Ketonic Decarboxylation Catalysed by Weak Bases and Its Application to an Optically Pure Substrate
Michael Renz*, Avelino Corma
*Instituto de Tecnología Química, UPV-CSIC, Universidad Politécnica de Valencia Avda. de los Naranjos s/n, 46022 Valencia, Spain, Email: mrenzitq.upv.es
M. Renz, A. Corma, Eur. J. Org. Chem., 2004, 2036-2039.
Catalytic amounts of weak bases such as sodium carbonate can carry out the ketonic decarboxylation of adipic acid into cyclopentanone selectively. This is in accordance with a mechanism involving decarboxylation and nucleophilic attack at a second carboxyl group. Stereogenic centres in the β-positions retain their stereochemistry.
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Base Catalysis, Carboxylic Acids, Cyclopentanones, Ketonic Decarboxylation