Stereoselective synthesis of conjugated α-Z/γ-E and α-Z/γ-Z dienoic acids. Kinetic torquoselectivity versus thermodynamic control

What is it about?

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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