Studies directed towards the total synthesis of enantiomer of pyrenophorol

The total synthesis of enantiomer of pyrenophorol, non-natural isomer of pyrenophorol, has been accomplished in 12 steps from enantiomerically pure (R)-Propylene oxide prepared by hydrolytic kinetic resolution. Other key steps are Sharpless epoxidation, reductive elimination of iodoepoxide, and Mitsunobu reaction for the construction of the macrolactone.