MgII‐Mediated Catalytic Asymmetric Dearomatization (CADA) Reaction of β‐Naphthols with Dialkyl Acetylenedicarboxylates |
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| Authors: | Linqing Wang Dr Dongxu Yang Dan Li Pengxin Wang Kezhou Wang Jie Wang Prof Dr Xianxing Jiang Prof Dr Rui Wang |
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| Institution: | 1. Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou, P. R. China;2. School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, P. R. China |
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| Abstract: | A MgII‐mediated catalytic asymmetric dearomatization (CADA) reaction of β‐naphthols has been developed. The reaction proceeds under ambient temperature and give a series of chiral trisubstituted olefins with good chemoselectivities, Z/E ratios, and excellent enantioselectivities. A fluorinated β‐naphthol was designed to generate chiral organofluorine skeletons through the current CADA reaction. Moreover, an interesting tandem cyclization reaction was observed in the following transformation process through an undiscovered intramolecular hydride transfer pathway. |
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| Keywords: | cyclization dearomatization fluorine magnesium naphthols |
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