Decarboxylative Allylation of Glyoxylic Acids with Diallyl Carbonate

F Manjolinho, MF Grünberg…

Index: Manjolinho, Filipe; Gruenberg, Matthias F.; Rodriguez, Nuria; Goossen, Lukas J. European Journal of Organic Chemistry, 2012 , # 25 p. 4680 - 4683

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Citation Number: 10

Abstract

Abstract A catalyst system consisting of Pd (PPh 3) 4 and P (pTol) 3 was found to effectively promote the intermolecular decarboxylative coupling of α-oxocarboxylic acids with diallyl carbonate to give α, β-unsaturated ketones. The key advantage of the new reaction protocol is that preformation of the allyl esters is not required. The reaction is believed to proceed via phosphane-mediated decarboxylation of the α-oxocarboxylates, leading to acyl anion ...