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Rhodium-catalyzed allyl transfer from homoallyl alcohols to acrylate esters via retro-allylation

Authors :
Hideki Yorimitsu
Koji Hirano
Minsul Jang
Koichiro Oshima
Sayuri Hayashi
Source :
Tetrahedron Letters. 48:4003-4005
Publication Year :
2007
Publisher :
Elsevier BV, 2007.

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.

Details

ISSN :
00404039
Volume :
48
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi.dedup.....7919877d21ffddeafc075b30430f10c6
Full Text :
https://doi.org/10.1016/j.tetlet.2007.04.039