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Rhodium-catalyzed allyl transfer from homoallyl alcohols to acrylate esters via retro-allylation
Authors:Minsul Jang  Koichiro Oshima
Affiliation:Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan
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.
Keywords:Allyl transfer   Allylrhodium   Carbon-carbon bond cleavage   Retro-allylation
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