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Issue 19, 2018
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Dearomatization of naphthols using oxy-allyl cations: efficient construction of α-all-carbon quaternary center-containing 2-(2-oxocycloalkyl)cycloalkyl diketones

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Abstract

A novel strategy for the dearomatization of naphthols using in situ generated oxy-allyl cations is reported. Both α- and β-naphthols can work well in this process. Using this catalyst-free methodology, various structurally diverse α-quaternary center-containing 2-(2-oxocycloalkyl)cycloalkyl diketones can be efficiently accessed in good to excellent yields under mild conditions.

Graphical abstract: Dearomatization of naphthols using oxy-allyl cations: efficient construction of α-all-carbon quaternary center-containing 2-(2-oxocycloalkyl)cycloalkyl diketones

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Publication details

The article was received on 28 Jul 2018, accepted on 19 Aug 2018 and first published on 22 Aug 2018


Article type: Research Article
DOI: 10.1039/C8QO00783G
Org. Chem. Front., 2018,5, 2794-2798

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    Dearomatization of naphthols using oxy-allyl cations: efficient construction of α-all-carbon quaternary center-containing 2-(2-oxocycloalkyl)cycloalkyl diketones

    B. Yang, X. Zhai, S. Feng and Z. Shao, Org. Chem. Front., 2018, 5, 2794
    DOI: 10.1039/C8QO00783G

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