Enantioselective synthesis of (+)-neplanocin F

(+)-Neplanocin F ((+), a minor component of the neplanocin family of antibiotics was enantioselectively synthesized starting from d-ribono-1,4-lactone via a convergent approach in 14 steps. This synthetic approach employed a regioselective protection of a secondary allylic hydroxyl group over a homoallylic one as key step.