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Selective indium-mediated 1,2,4-pentatrien-3-ylation of carbonyl compounds for the efficient synthesis of vinyl allenols.

作者信息

Park Jisu, Kim Sung Hong, Lee Phil Ho

机构信息

National Research Laboratory for Catalytic Organic Reaction, Department of Chemistry, and Institute for Molecular Science and Fusion Technology, Kangwon National University, Chuncheon 200-701, Republic of Korea.

出版信息

Org Lett. 2008 Nov 6;10(21):5067-70. doi: 10.1021/ol802073q. Epub 2008 Oct 15.

DOI:10.1021/ol802073q
PMID:18855397
Abstract

A highly selective synthetic method of functionalized vinyl allenols was developed from the reactions of various carbonyl compounds with organoindium reagent in situ generated from indium and 1-bromopent-4-en-2-yne derivatives. Treatment of vinyl allenols with gold catalyst, dienophile, or indium trihalide produced the functionalized dihydrofuran, cyclohexene, or 2-halo-1,3-diene derivatives in good to excellent yields.

摘要

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