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Selective Synthesis of (2Z,4E)-Dienyl Esters by Ene-Diene Cross Metathesis

Gustavo Moura-Letts and Dennis P. Curran*

*Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, Email: curranpitt.edu

G. Moura-Letts, D. P. Curran, Org. Lett., 2007, 9, 5-8.

DOI: 10.1021/ol062017d (free Supporting Information)


Abstract

Cross metathesis of terminal alkenes with methyl (2Z,4E)-hexadienoate  and related dienyl esters promoted by the standard second-generation Grubbs-Hoveyda catalyst provides substituted (2Z,4E)-dienyl esters in good yields. A fluorous catalyst is used for separation and recovery in gram-scale reactions.

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Key Words

Cross Metathesis, Dienes


ID: J54-Y2007-0020