Chiral Phosphoric Acid Catalyzed Asymmetric Oxidative Dearomatization of Naphthols with Quinones

A highly enantioselective oxidative dearomatization of naphthols with quinones catalyzed by a chiral spirocyclic phosphoric acid is described. The strategy provides concise access to enantioenriched cyclohexadienones with a quinone moiety. Remarkably, the obtained products could be easily transforme...

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Bibliographic Details
Published in:Organic letters 2016-10, Vol.18 (20), p.5288-5291
Main Authors: Zhu, Gongming, Bao, Guangjun, Li, Yiping, Yang, Junxian, Sun, Wangsheng, Li, Jing, Hong, Liang, Wang, Rui
Format: Article
Language:English
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Summary:A highly enantioselective oxidative dearomatization of naphthols with quinones catalyzed by a chiral spirocyclic phosphoric acid is described. The strategy provides concise access to enantioenriched cyclohexadienones with a quinone moiety. Remarkably, the obtained products could be easily transformed to a potentially useful dihydronaphtho­[2,1-b]­benzofuran scaffold.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b02609