4.8 Article

Highly efficient trapping of the Nazarov intermediate with substituted arenes

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ORGANIC LETTERS
卷 3, 期 19, 页码 3033-3035

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AMER CHEMICAL SOC
DOI: 10.1021/ol010159w

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  1. NIGMS NIH HHS [GM 44720] Funding Source: Medline

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[GRAPHICS] 1,4-Dien-3-ones bearing pendant arylethyl side chains were readily prepared from substituted dihydrocinnamaldehydes. When treated with TiCl4 at low temperature, these compounds underwent domino cyclization to give benzohydrindenones in near-quantitative yield and with complete diastereoselectivity.

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