Palladium-catalyzed [1,3]-O-to-C rearrangement of pyrans toward functionalized cyclohexanones |
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| Authors: | Brioche Julien C R Barker Thomas A Whatrup David J Barker Michael D Harrity Joseph P A |
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| Institution: | Department of Chemistry, University of Sheffield, Brook Hill, Sheffield, S3 7HF, United Kingdom. |
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| Abstract: | Functionalized cyclohexanones are prepared from cyclic enol ethers via a Pd-catalyzed 1,3]-O-to-C rearrangement reaction. α-Arylketones are generated with excellent diastereocontrol when basic phosphine ligands are used. In contrast, a Lewis acid is required to promote the rearrangement of the alkyl-substituted enol ether systems. |
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