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
15 ذو القعدة 1439
Accepted
08 ذو الحجة 1439
First published
11 ذو الحجة 1439

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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