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

J Am Chem Soc

Department of Chemistry, Graduate School of Science, and International Institute for Carbon-Neutral Energy Research (WPI-I2CNER), Kyushu University, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan.

Published: December 2012

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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http://dx.doi.org/10.1021/ja310203cDOI Listing

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