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Iron-catalyzed dioxygen-driven C-C bond formation: oxidative dearomatization of 2-naphthols with construction of a chiral quaternary stereocenter.

Journal of the American Chemical Society (2012-11-28)
Takuya Oguma, Tsutomu Katsuki
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-Naphthol, 99%
Sigma-Aldrich
2-Naphthol, 98%
Sigma-Aldrich
2-Naphthol, fluorescence indicator, ≥99.0%
Sigma-Aldrich
2-Naphthol, BioXtra, ≥99.0% (GC)

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