Syntheses of the eight enantiomerically pure diastereomers of the 12-F 2 -isoprostanes (4−11) are described. The key steps included rhodium-mediated intramolecular cyclopropanation and enzymatic resolution of the racemic diol 12. ... The isoprostanes (eg 1−4), a new family of prostaglandin-like compounds, were recently discovered to be produced in vivo in humans, independent of the cyclooxygenase enzymes, by free radical mediated oxidation of membrane-bound ...
