H. Sakaguchi, H. Tokuyama, T. Fukuyama
Mar 30, 2007
Citations
0
Influential Citations
52
Citations
Journal
Organic letters
Abstract
[reaction: see text] A stereocontrolled total synthesis of (-)-kainic acid is described. A fully functionalized trisubstituted pyrrolidine ring was constructed by ring-closing metathesis of an acrylate derivative followed by an intramolecular Michael addition of the resultant alpha,beta-unsaturated lactone with high diastereoselectivity. Two alternative protocols for the construction of the alpha,beta-unsaturated lactone were also developed.