6-Benzyloxymethyl-2-methyl-5,6-dihydro-4H-pyran-4-one → 5-Methyl-3-oxo-6,8-dioxabicyclo[3.2.1]octane

Participants

Reaction Steps

A solution of 4.4 g of the 6-benzyloxy compound from Step 2 in EtOAc was hydrogenated with H2 and Pd/C (10%). After completion, the reaction was filtered on a bed of celite and then evaporated to dryness. The cru syrup was then taken up in CH2C2 containing 1 g of camphor sulphonic acid. The reaction was stirred at r.t. overnight, filtered and evaporated. Purification by flash chromatography (30% Et2O/pentane) gave 780 mg of the title compound (30%).

Provenance & Evidence