Synthesis of prostaglandin-F2? by conjugate addition of a cuprate reagent to 3-t-butyldimethylsilyloxytricyclo[3.2.0.02,7]heptan-6-one

Abstract

A novel synthesis of (±)-prostaglandin-F2α involves the stereospecific formation of 3-endo-t-butyldimethylsiloxytricyclo[3.2.0.02,7]heptan-6-one (3) and reaction of this strained cyclopropyl ketone with the organocuprate reagent (4).