Issue 19, 2018

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
28 Jul 2018
Accepted
19 Aug 2018
First published
22 Aug 2018

Org. Chem. Front., 2018,5, 2794-2798

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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