Cross Metathesis as a General Strategy for the Synthesis of Prostacyclin and Prostaglandin Analogs

Sheddan, Neil A.; Mulzer, Johann.   

Organic Letters  (2006),  8(14),  3101-3104. 

A cross metathesis (CM) approach has been successfully applied to introduce fully functionalized ω-side chain appendages of various prostacyclin and prostaglandin analogues, resulting in high (E)-selectivities for the C13−C14 double bond and leading to the total syntheses of isocarbacyclin, 15R-TIC, carbacyclin, and PGF2α and the formal syntheses of 15-deoxy-TIC and PGJ2.