Asymmetric Dearomatization of β‐Naphthols through a Bifunctional‐Thiourea‐Catalyzed Michael Reaction |
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| Authors: | Shou‐Guo Wang Xi‐Jia Liu Qun‐Chao Zhao Dr Chao Zheng Shao‐Bo Wang Prof?Dr Shu‐Li You |
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| Institution: | 1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China) http://shuliyou.sioc.ac.cn/;2. Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) |
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| Abstract: | An intermolecular asymmetric dearomatization reaction of β‐naphthols with nitroethylene through a chiral‐thiourea‐catalyzed Michael reaction is described. Enantioenriched functionalized β‐naphthalenones with an all‐carbon quaternary stereogenic center could thus be easily constructed from simple naphthol derivatives in good yields and excellent enantioselectivity (up to 79 % yield, 98 % ee). |
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| Keywords: | asymmetric dearomatization Michael reaction naphthols nitroethylene organocatalysis |
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