4.8 Article

Chiral Phosphoric Acid Catalyzed Asymmetric Oxidative Dearomatization of Naphthols with Quinones

Journal

ORGANIC LETTERS
Volume 18, Issue 20, Pages 5288-5291

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02609

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Funding

  1. NSFC [21432003, 21272102, 21572278, 21502079]
  2. Program for Chang-Jiang Scholars and Innovative Research Team in University [IRT_15R27]

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A highly enantioselective oxidative dearomatization of naphthols with quinones catalyzed by a chiral spirocyclic phosphoric acid is described. The strategy provides concise access to enaritioenriched cyclohexadienones with a quinone moiety. Remarkably, the obtained products could be easily transformed to a potentially useful dihydronaphtho[2,1-b]benzofuran scaffold.

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