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Asymmetric Dearomatization of Naphthols via a Rh-Catalyzed C(sp2)–H Functionalization/Annulation Reaction
journal contribution
posted on 2015-04-22, 00:00 authored by Jun Zheng, Shao-Bo Wang, Chao Zheng, Shu-Li YouA 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.