4.5 Article

Copper-Catalyzed Asymmetric Oxidative Cross-Coupling of 2-Naphthols with Aryl Methyl Ketones

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2015, Issue 7, Pages 1569-1574

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201403512

Keywords

Cross-coupling; Copper; Synthetic methods; Asymmetric catalysis; C-C coupling

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A copper-catalyzed asymmetric oxidative cross-coupling reaction of 2-naphthols with aryl methyl ketones has been developed. This transformation provides an efficient route to various functionalized naphtho[2,1-b]furan-1(2H)-ones in an enantiomerically enriched manner with molecular oxygen in air as the oxidant (52-89% yields, up to 87% ee). The reaction leads to the formation of a new quaternary carbon center within 3(2H)-furanones.

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