Rhodium-catalyzed allyl transfer from homoallyl alcohols to acrylate esters via retro-allylation |
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Authors: | Minsul Jang Koichiro Oshima |
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Affiliation: | Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan |
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Abstract: | Retro-allylation of homoallyl alcohols by rhodium catalysts occurs to generate allylrhodium species. Insertion of acrylate esters to the allylrhodiums proceeds to give the corresponding 2,5-hexadienoate esters in situ. Subsequent isomerization or iterative 1,4-addition takes place in the same pots to furnish the corresponding 2,4-hexadienoate esters or triesters in good yields. |
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Keywords: | Allyl transfer Allylrhodium Carbon-carbon bond cleavage Retro-allylation |
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