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Gold-Catalyzed 1,4-Carbooxygenation of 3-En-1-ynamides with Allylic and Propargylic Alcohols via Non-Claisen Pathways
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Gold-Catalyzed 1,4-Carbooxygenation of 3-En-1-ynamides with Allylic and Propargylic Alcohols via Non-Claisen Pathways

Sovan Sundar Giri, Li-Hsuan Lin, Prakash Daulat JadhavRai-Shung Liu
Advanced Synthesis and Catalysis, 卷.359(4), 頁碼.590-596
02/2017

摘要

1,4-carbooxygenation 3-en-1-ynamides allylic and propargylic alcohols gold catalysis non-Claisen pathways Catalysis Organic Chemistry
Gold-catalyzed 1,4-carbooxygenations of 3-en-1-ynamides with allylic alcohols and propargylic alcohols yield α,β-unsaturated amides through non-Claisen pathways; the mechanisms involve ionization of the initial gold enol ethers to form C-bound gold dienolates that capture allylic or propargylic cations to yield the observed products. Our 18 O-labeling experiments exclude a direct gold-catalyzed allylation or propargylation on these 3-en-1-ynamides. (Figure presented.).

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