4.8 Article

Iron-Catalyzed Dioxygen-Driven C-C Bond Formation: Oxidative Dearomatization of 2-Naphthols with Construction of a Chiral Quaternary Stereocenter

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 49, Pages 20017-20020

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja310203c

Keywords

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Funding

  1. Nissan Chemical Industries, Ltd.
  2. MEXT, Japan (WPI-I2CNER)
  3. MEXT, Japan (JSPS KAKENHI) [23245009]
  4. JSPS
  5. Grants-in-Aid for Scientific Research [11J03551, 23245009] Funding Source: KAKEN

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Iron(salan) complex 1 was found to catalyze the oxidative dearomatization of 1-substituted 2-naphthols with the formation of an all-carbon quaternary stereocenter in air in the presence of nitroalkanes, to afford the corresponding cyclic enones with high enantioselectivity of 88-96% ee.

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