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Asymmetric Dearomatization of Naphthols via a Rh-Catalyzed C(sp2)–H Functionalization/Annulation Reaction

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posted on 22.04.2015, 00:00 authored by Jun Zheng, Shao-Bo Wang, Chao Zheng, Shu-Li You
A Rh-catalyzed enantioselective dearomatization of 1-aryl-2-naphthols with internal alkynes via C–H functionalization reaction was achieved. In the presence of a chiral Cp/Rh catalyst and combined oxidants of Cu­(OAc)2 and air (oxygen), various highly enantioenriched spirocyclic enones bearing an all-carbon quaternary stereogenic center could be synthesized in 33–98% yields with up to 97:3 er.