Formation of Chiral Allylic Ethers via an Enantioselective Palladium-Catalyzed Alkenylation of Acyclic Enol Ethers
This report details a palladium-catalyzed process to access highly functionalized, optically active allylic aryl ethers. A number of electron-deficient alkenyl triflates underwent enantioselective and site-selective coupling with acyclic aryl enol ethers in the presence of a chiral palladium cataly...
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| Veröffentlicht in: | Journal of the American Chemical Society 2018-05, Vol.140 (18), p.5895-5898 |
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| container_issue | 18 |
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| container_title | Journal of the American Chemical Society |
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| creator | Patel, Harshkumar H Prater, Matthew B Squire, Scott O Sigman, Matthew S |
| description | This report details a palladium-catalyzed process to access highly functionalized, optically active allylic aryl ethers. A number of electron-deficient alkenyl triflates underwent enantioselective and site-selective coupling with acyclic aryl enol ethers in the presence of a chiral palladium catalyst. This transform provides chiral allylic ether products in high yields and excellent enantiomeric ratios, furnishing a unique disconnection to incorporate heteroatoms at a stereocenter. Finally, the applicability of the products to target synthesis was demonstrated through the formation of a chiral allylic alcohol and the generation of a flavone-inspired product. |
| doi_str_mv | 10.1021/jacs.8b02751 |
| format | Article |
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| title | Formation of Chiral Allylic Ethers via an Enantioselective Palladium-Catalyzed Alkenylation of Acyclic Enol Ethers |
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