(3Z)-(5S)-5,9-Dimethyl-dec-3-ene-1,9-diol → (R)-5,9-dimethyl-decane-1,9-diol

Participants

Reaction Steps

To a solution of diol 13 (55 mg, 0.27 mmol) in ethyl acetate (10 mL) was added Pd/C (10%, 50 mg). The reaction mixture was stirred for 18 hours under a continuous stream of hydrogen at room temperature. The mixture was then filtered, and the solvent was evaporated under reduced pressure. The crude oily product was chromatographed on silica Sep-Pak cartridge eluted with hexane/EtOAc (8:2) to give an oily diol 14 (55 mg, 45%).

Provenance & Evidence