Isodomoic acids G and

Wright, J.L.C., Falk, M., Mcltmes, A.G., and Walter, J.A. 1990. Identification of isodomoic acid D and two new geometrical isomers of domoic acid in toxic mussels. CanJ Chem 68,22-25. 

A more complex member of the kainoid amino acid class of natural products is isodomoic acid G. This structure lacks the C4 stereocenter but instead possesses an exocycUc tetrasubstituted alkene. The core structure was constructed in a single step by nickel-catalyzed cycUzation of 10 with the vinylzirconium alkylating reagent 11 in 74% yield (Scheme 8.12) [34]. Notably, the pyrrolidine five-membered ring, C2/C3 relative stereochemistry, and 1,3-diene motif were assembled in a completely stereoselective fashion in a single operation. Sequential deprotection and oxidation steps afforded isodomoic acid G. 

Holland, P.T., Selwood, A T, Mountfort, D.O., Wilkins, A.L., McNabb, E, Rhodes, L.L., Doucette, G.J., Mikulski, C.M., and King, K.L. 2005. Isodomoic acid C, an unusual amnesic shellfish poisoning toxin from Pseudo-nitzschia australis. Chem Res Toxicol 18, 814-816. 

---