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. 2015 Apr 22;137(15):4880-3.
doi: 10.1021/jacs.5b01707. Epub 2015 Apr 10.

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

Jun Zheng  1 , Shao-Bo Wang  1 , Chao Zheng  1 , Shu-Li You  1
Affiliations

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

Jun Zheng et al. J Am Chem Soc. .

Abstract

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.

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