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The stereoselective synthesis of conjugated (alpha-Z/gamma-E)-(alpha-Z/gamma-Z)-dienoic acids 4 and 4' is described. It is based on the regio- and stereoselective addition of Grignard reagents to methylcoumalate. The origin of the stereocontrol is discussed.
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This page is a summary of: Stereoselective synthesis of conjugated α-Z/γ-E and α-Z/γ-Z dienoic acids. Kinetic torquoselectivity versus thermodynamic control, RSC Advances, January 2014, Royal Society of Chemistry, DOI: 10.1039/c3ra45309j.
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