Journal of the American Chemical Society

Palladium-catalyzed decarboxylation-dehydrogenation of allyl. beta.-oxo carboxylates and allyl enol carbonates as a novel synthetic method for. alpha.-substituted. …

I Shimizu, J Tsuji

Index: Shimizu, Isao; Tsuji, Jiro Journal of the American Chemical Society, 1982 , vol. 104, # 21 p. 5844 - 5846

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Citation Number: 91

Abstract

Pd (OAc),(0.05 mmol) and dppe (0.05 mmol). GLC analysis showed the formation of 2- methyl-2-cyclohexenone (2s) in 85% yield with a small amount of 2-methyl-2- allylcyclohexanone (3a). Results of experiments under different conditions with several substrates are shown in Table I. In this reaction, the choice of solvent is important (entries 1- 4). Aprotic solvents such as CH, CN and DMF were the best for the enone formation. On ...

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