Moura-Letts, G and Curran, DP
(2007)
Selective synthesis of (2Z,4E)-dienyl esters by ene-diene cross metathesis.
Organic Letters, 9 (1).
5 - 8.
ISSN 1523-7060
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Abstract
(Chemical Equation Presented) Cross metathesis of terminal alkenes with methyl (2Z4E)-hexadienoate and related dienyl esters provides substituted (2Z,4E)-dienyl esters in good yields. Small-scale reactions are effectively promoted by the standard second-generation Grubbs-Hoveyda catalyst (GH-II), while a new fluorous GH-II catalyst is used for separation and recovery in gram-scale reactions. The transformation is featured in a rapid synthesis of the bottom fragments of the potent anticancer agents (-)-dictyostatin and 6-epi-dictyostatin. © 2007 American Chemical Society.
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