Gold-catalyzed alkylation of silyl enol ethers with ortho-alkynylbenzoic acid esters

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Abstract

Unprecedented alkylation of silyl enol ethers has been developed by the use of ortho-alkynylbenzoic acid alkyl esters as alkylating agents in the presence of a gold catalyst. The reaction probably proceeds through the gold-induced in situ construction of leaving groups and subsequent nucleophilic attack on the silyl enol ethers. The generated leaving compound abstracts a proton to regenerate the silyl enol ether structure. © 2011 Aikawa et al; licensee Beilstein-Institut.

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Aikawa, H., Kaneko, T., Asao, N., & Yamamoto, Y. (2011). Gold-catalyzed alkylation of silyl enol ethers with ortho-alkynylbenzoic acid esters. Beilstein Journal of Organic Chemistry, 7, 648–652. https://doi.org/10.3762/bjoc.7.76

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