A Copper(I)‐Catalyzed Enantioselective γ‐Boryl Substitution of Trifluoromethyl‐Substituted Alkenes: Synthesis of Enantioenriched γ,γ‐gem‐Difluoroallylboronates |
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Authors: | Dr. Ryoto Kojima Sota Akiyama Prof. Dr. Hajime Ito |
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Affiliation: | Division of Applied Chemistry and Frontier Chemistry Center, Faculty of Engineering, Hokkaido University, Sapporo, Hokkaido, Japan |
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Abstract: | The first catalytic enantioselective γ‐boryl substitution of CF3‐substituted alkenes is reported. A series of CF3‐substituted alkenes was treated with a diboron reagent in the presence of a copper(I)/Josiphos catalyst to afford the corresponding optically active γ,γ‐gem‐difluoroallylboronates in high enantioselectivity. The thus obtained products could be readily converted into the corresponding difluoromethylene‐containing homoallylic alcohols using highly stereospecific allylation reactions. |
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Keywords: | asymmetric catalysis boron copper fluorine synthetic methods |
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