S. Inuki, Yuji Yoshimitsu, S. Oishi
May 10, 2010
Citations
0
Influential Citations
48
Citations
Journal
The Journal of organic chemistry
Abstract
Palladium(0)-catalyzed cyclization of bromoallenes, propargyl chlorides, and carbonates bearing hydroxy and benzamide groups as internal nucleophiles stereoselectively provides functionalized tetrahydrofuran. Cyclization reactivity is dependent on the relative configuration of the benzamide and leaving groups, and on the nature of the leaving groups. This bis-cyclization was used as the key step in a short total synthesis of pachastrissamine, which is a biologically active marine natural product.