Total Synthesis of the Four Enantiomerically Pure Diastereomers of 8-F_2t-Isoprostane

Abstract

Syntheses of the four enantiomerically pure diastereomers of 8-F2t-isoprostane (5−8) are described. The key to this approach was to prepare the racemic alcohol 9 in high diastereomeric purity and then resolve 9 by lipase-mediated acetylation to yield the enantiomerically pure alcohols 30 and 32