Easy access to esters with a benzylic quaternary carbon center from diallyl malonates by palladium-catalyzed decarboxylative allylation

D Imao, A Itoi, A Yamazaki, M Shirakura…

Index: Imao, Daisuke; Itoi, Akihiro; Yamazaki, Asako; Shirakura, Masamichi; Ohtoshi, Ryota; Ogata, Kenta; Ohmori, Yohki; Ohta, Tetsuo; Ito, Yoshihiko Journal of Organic Chemistry, 2007 , vol. 72, # 5 p. 1652 - 1658

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Citation Number: 42

Abstract

Diallyl 2-alkyl-2-arylmalonates underwent palladium-catalyzed decarboxylative allylation quickly under mild conditions. In contrast, no reaction took place with diallyl 2, 2- dialkylmalonates under the same conditions. Electron-donating phosphine ligands were found to be vital for this reaction. Most of the solvents used did not affect the catalytic cycle. Catalysis in [bmim][BF4], a well-known ionic liquid, was inhibited as a result of formation of ...

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